1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About The Role:
Every patient booking on Headway depends on the right providers being on the platform. The Provider Growth team owns that top-of-funnel: getting qualified providers to discover, evaluate, and choose Headway, then guiding them from lead to activated. This is the first embedded design role on the Acquisition pod.
This role sits at the highest-leverage part of the provider funnel and spans two surfaces: the external provider-facing experience and the internal tooling that powers it. You'll partner with Creative on a provider rebrand and landing page, own the lead form that turns interest into a signed-up provider, and design the internal agentic PGA (sales) tooling.
The through-line is conversion: you'll own lifting SQL → Intake-Complete conversion, diagnosing drop-off and running experiments across the funnel.
Our design team works AI-first. Designers use Claude Code and Cursor to prototype and stay involved through launch and iteration, directly in code. We want designers who already work this way and treat AI as a primary part of their practice.
What You'll Own:
Provider rebrand & landing page. Partner with Creative to design a premium, high-converting provider landing experience and evolve the provider-facing brand.
Lead form & acquisition entry. Own the lead/application entry point, with a focus on low-friction, high-trust, and built to convert.
PGA enablement & agentic tooling. Design real-time signals and agentic experiences that help every Provider Growth Associate coach providers through the funnel, turning the best PGA playbook into product.
Funnel conversion. Diagnose SQL→IC drop-off, form hypotheses, and run experiments that move the number.
Research & craft. Talk to providers and PGAs with the research team's support; raise the craft bar and contribute patterns to the Helix design system.
You'll Be A Great Fit If You:
Have 5+ years of product design experience, with real time spent on conversion, growth, or acquisition work.
Bring exceptional visual and interaction design craft. You produce polished, high-quality work for public-facing surfaces and care deeply about the details.
Think in funnels. You know how to diagnose drop-off and get excited when a design change moves a metric.
Have designed agentic or AI-powered workflows such as real-time decision support or intelligent automation.
Partner fluently across functions, especially with Creative/brand, PM, and Eng.
Prototype and test ideas quickly with Claude Code, Cursor, or your AI tool of choice. AI generates the pixels and prototype. You define the patterns, behaviors, and quality bar.
Want your work to make a meaningful difference in people's lives — this role directly shapes how many providers join Headway, and how many patients get access to affordable mental healthcare.
Compensation & Benefits:
The expected base pay range for this position is $180,000 - $225,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout The Role:\n\nEvery patient booking on Headway depends on the right providers being on the platform. The Provider Growth team owns that top-of-funnel: getting qualified providers to discover, evaluate, and choose Headway, then guiding them from lead to activated. This is the first embedded design role on the Acquisition pod.\n\nThis role sits at the highest-leverage part of the provider funnel and spans two surfaces: the external provider-facing experience and the internal tooling that powers it. You'll partner with Creative on a provider rebrand and landing page, own the lead form that turns interest into a signed-up provider, and design the internal agentic PGA (sales) tooling.\n\nThe through-line is conversion: you'll own lifting SQL → Intake-Complete conversion, diagnosing drop-off and running experiments across the funnel.\n\nOur design team works AI-first. Designers use Claude Code and Cursor to prototype and stay involved through launch and iteration, directly in code. We want designers who already work this way and treat AI as a primary part of their practice.\n\nWhat You'll Own:\n\n - Provider rebrand & landing page. Partner with Creative to design a premium, high-converting provider landing experience and evolve the provider-facing brand.\n\n - Lead form & acquisition entry. Own the lead/application entry point, with a focus on low-friction, high-trust, and built to convert.\n\n - PGA enablement & agentic tooling. Design real-time signals and agentic experiences that help every Provider Growth Associate coach providers through the funnel, turning the best PGA playbook into product.\n\n - Funnel conversion. Diagnose SQL→IC drop-off, form hypotheses, and run experiments that move the number.\n\n - Research & craft. Talk to providers and PGAs with the research team's support; raise the craft bar and contribute patterns to the Helix design system.\n\nYou'll Be A Great Fit If You:\n\n - Have 5+ years of product design experience, with real time spent on conversion, growth, or acquisition work.\n\n - Bring exceptional visual and interaction design craft. You produce polished, high-quality work for public-facing surfaces and care deeply about the details.\n\n - Think in funnels. You know how to diagnose drop-off and get excited when a design change moves a metric.\n\n - Have designed agentic or AI-powered workflows such as real-time decision support or intelligent automation.\n\n - Partner fluently across functions, especially with Creative/brand, PM, and Eng.\n\n - Prototype and test ideas quickly with Claude Code, Cursor, or your AI tool of choice. AI generates the pixels and prototype. You define the patterns, behaviors, and quality bar.\n\n - Want your work to make a meaningful difference in people's lives — this role directly shapes how many providers join Headway, and how many patients get access to affordable mental healthcare.\n\nCompensation & Benefits:\n\nThe expected base pay range for this position is $180,000 - $225,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"70cf4d2f-fccf-4415-8a8f-1f3d55485bdb","title":"Staff Product Designer, Provider Practice Growth","department":"All Cost Centers","team":"Product Design","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-08-03T21:48:00.511+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/70cf4d2f-fccf-4415-8a8f-1f3d55485bdb","applyUrl":"https://jobs.ashbyhq.com/headway/70cf4d2f-fccf-4415-8a8f-1f3d55485bdb/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About The Role:
A majority of providers on Headway run their own practice, and spend a large amount of time running their own digital front desk. They field new client calls, screen for fit, manage insurance collection, and much more to help get patients into care. All while running their normal weekly therapy sessions.
On Practice Growth, you would design the system that helps give providers time back so they can spend more time in session helping their clients while also helping them maintain a healthy practice. You’ll help providers streamline the intake of prospective clients and shape the AI admin layer that supports them in that work: answering inquiries, booking appointments, following-up.
In This Role, You Will:
Own the Practice Growth experience from the moment a prospect reaches a provider through to an active patient in care. You'll be the design anchor for the Provider Sourced Patients pod, partnering with PM and Eng on one of the largest growth levers at the company.
Design an AI front desk and scheduling assistant that handles inquiries, booking, and follow-up on a provider's behalf. You'll define new interaction patterns, trust signals, and automation boundaries — including how the system behaves when it's uncertain or wrong, with a real patient on the other end.
Design for genuinely different providers — practice starters and veterans, therapists and prescribers, solo practitioners and group practices — each with different prospect behavior, without fragmenting the experience.
Lead through prototyping, using tools like Claude.ai to clarify the problem space, understand data, and test initial assumptions. Prototype with Claude Design/Code and Cursor to build and iterate on flows and IAs. Let AI generate the pixels and code while you define the right patterns, behaviors, and quality. Partner with product & Eng to decide when to move into production.
Conduct research and talk directly to providers to validate solutions, with the research team's support. Understand where prospects actually come from, why they don't convert, and where automation helps vs. hinders.
Contribute to the design system and culture, share your AI practice, prompts, and patterns with the design team.
You'll Be A Great Fit If You:
Have 8+ years of product design experience, with significant time spent on CRM, pipeline, operational, or marketplace product work.
Have done real 0→1 work. You've defined a product surface rather than only improving an existing one, and you're comfortable when the requirements aren't written yet.
Think in funnels. You know how to diagnose drop-off, and you get excited when a design change moves a metric.
Are a systems thinker who can hold a stateful, multi-actor experience in your head — provider, prospect, patient, and the scheduling and eligibility machinery behind them. You can design with awareness of the full pipeline.
Have experience designing agentic or AI-powered workflows: conversational flows, intelligent automation, or replacing manual processes with AI-driven experiences (not just chatbots).
Bring strong visual and interaction design craft. You care deeply about the details and can produce polished, high-quality work at speed.
Are comfortable with AI prototyping tools (Claude Code, Cursor) and see them as a core part of how you work.
Want your work to make a meaningful difference in people's lives. This role directly shapes how many people looking for a therapist actually make it into care.
Compensation & Benefits:
The expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout The Role:\n\nA majority of providers on Headway run their own practice, and spend a large amount of time running their own digital front desk. They field new client calls, screen for fit, manage insurance collection, and much more to help get patients into care. All while running their normal weekly therapy sessions. \n\nOn Practice Growth, you would design the system that helps give providers time back so they can spend more time in session helping their clients while also helping them maintain a healthy practice. You’ll help providers streamline the intake of prospective clients and shape the AI admin layer that supports them in that work: answering inquiries, booking appointments, following-up.\n\nIn This Role, You Will: \n\n - Own the Practice Growth experience from the moment a prospect reaches a provider through to an active patient in care. You'll be the design anchor for the Provider Sourced Patients pod, partnering with PM and Eng on one of the largest growth levers at the company.\n\n - Design an AI front desk and scheduling assistant that handles inquiries, booking, and follow-up on a provider's behalf. You'll define new interaction patterns, trust signals, and automation boundaries — including how the system behaves when it's uncertain or wrong, with a real patient on the other end.\n\n - Design for genuinely different providers — practice starters and veterans, therapists and prescribers, solo practitioners and group practices — each with different prospect behavior, without fragmenting the experience.\n\n - Lead through prototyping, using tools like Claude.ai http://Claude.ai to clarify the problem space, understand data, and test initial assumptions. Prototype with Claude Design/Code and Cursor to build and iterate on flows and IAs. Let AI generate the pixels and code while you define the right patterns, behaviors, and quality. Partner with product & Eng to decide when to move into production.\n\n - Conduct research and talk directly to providers to validate solutions, with the research team's support. Understand where prospects actually come from, why they don't convert, and where automation helps vs. hinders.\n\n - Contribute to the design system and culture, share your AI practice, prompts, and patterns with the design team.\n\nYou'll Be A Great Fit If You:\n\n - Have 8+ years of product design experience, with significant time spent on CRM, pipeline, operational, or marketplace product work.\n\n - Have done real 0→1 work. You've defined a product surface rather than only improving an existing one, and you're comfortable when the requirements aren't written yet.\n\n - Think in funnels. You know how to diagnose drop-off, and you get excited when a design change moves a metric.\n\n - Are a systems thinker who can hold a stateful, multi-actor experience in your head — provider, prospect, patient, and the scheduling and eligibility machinery behind them. You can design with awareness of the full pipeline.\n\n - Have experience designing agentic or AI-powered workflows: conversational flows, intelligent automation, or replacing manual processes with AI-driven experiences (not just chatbots).\n\n - Bring strong visual and interaction design craft. You care deeply about the details and can produce polished, high-quality work at speed.\n\n - Are comfortable with AI prototyping tools (Claude Code, Cursor) and see them as a core part of how you work.\n\n - Want your work to make a meaningful difference in people's lives. This role directly shapes how many people looking for a therapist actually make it into care.\n\nCompensation & Benefits:\n\nThe expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"05d711a3-f92e-491a-a8d7-fe6d28f36f95","title":"Staff Data Infrastructure Engineer","department":"All Cost Centers","team":"Data","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-06-12T19:12:46.417+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/05d711a3-f92e-491a-a8d7-fe6d28f36f95","applyUrl":"https://jobs.ashbyhq.com/headway/05d711a3-f92e-491a-a8d7-fe6d28f36f95/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About Data Platform at Headway
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software and data can provide. The Data Platform team is a group of Data Engineers and Data Infrastructure Engineers who build and own our Snowflake data warehouse, data ingestion tooling, AWS infrastructure, CI/CD, and data developer experience. As we scale, we're looking for a Staff Data Infrastructure Engineer to architect, lead, and evolve the foundational systems that power our entire data organization, including new AI-driven workflows being adopted by non-technical staff. You'll serve as a technical anchor across our Data Analytics & Engineering, Product Engineering, and Machine Learning teams. This is not an analytics role.
Who you are
A technical leader who combines deep infrastructure expertise with the organizational instincts to drive alignment across teams. You thrive in ambiguity, operate with a high degree of ownership, and are as comfortable setting technical direction as you are building. You make other engineers better through code, architecture review, documentation, and mentorship.
Experience we're seeking:
10+ years as a Data Platform Engineer, Software/Infrastructure Engineer specializing in data, or Data Engineer in a high-code, high-scale environment
Track record of driving technical strategy and cross-functional alignment, including defining roadmaps for a data platform or infrastructure domain
Deep expertise building full-stack data platforms: data warehousing, ingestion pipelines, orchestration, monitoring and alerting, CI/CD, developer tooling, cloud infrastructure, and third-party integrations
Architectural fluency in warehouse design patterns, performance tuning, cost management, and permissions strategies on MPP analytics databases (Snowflake strongly preferred; Databricks, BigQuery, or Redshift also relevant)
Experience leading technical initiatives end-to-end across multiple teams and codifying engineering standards
Proficiency designing and operating cloud infrastructure at scale (AWS preferred) using infrastructure-as-code (Terraform, Pulumi, AWS CDK)
Strong Python engineering skills; solid SQL foundations; comfort with distributed systems
Experience maintaining and scaling pipeline orchestration infrastructure (Airflow/Astronomer preferred)
Mentorship track record growing junior and mid-level engineers
Bonus points for:
Agentic Data Engineering (automating data infrastructure tasks, auditing permissions, optimized CI)
APM and observability tooling (DataDog, New Relic) and data quality/observability frameworks
ETL/ELT best practices at scale
Data security and compliance in regulated environments, especially PHI
Greenfield platform development in a high-growth startup
Docker, GitHub Actions, dbt, Spark
Build vs. buy decision-making and vendor evaluation
You'll love this role if you want to:
Set technical direction for data infrastructure at a company redefining access to mental healthcare
Serve as a force multiplier, making data engineers, analysts, and ML practitioners more effective through the systems and standards you put in place
Own consequential architectural decisions from whiteboard to production
Build in a fast-paced environment where we ship multiple times per day and measure impact quickly
Help shape Headway's engineering culture, processes, and documentation with the same rigor we bring to our products
Compensation and Benefits:
The expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout Data Platform at Headway\n\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that software and data can provide. The Data Platform team is a group of Data Engineers and Data Infrastructure Engineers who build and own our Snowflake data warehouse, data ingestion tooling, AWS infrastructure, CI/CD, and data developer experience. As we scale, we're looking for a Staff Data Infrastructure Engineer to architect, lead, and evolve the foundational systems that power our entire data organization, including new AI-driven workflows being adopted by non-technical staff. You'll serve as a technical anchor across our Data Analytics & Engineering, Product Engineering, and Machine Learning teams. This is not an analytics role.\n\nWho you are\n\nA technical leader who combines deep infrastructure expertise with the organizational instincts to drive alignment across teams. You thrive in ambiguity, operate with a high degree of ownership, and are as comfortable setting technical direction as you are building. You make other engineers better through code, architecture review, documentation, and mentorship.\n\nExperience we're seeking:\n\n - 10+ years as a Data Platform Engineer, Software/Infrastructure Engineer specializing in data, or Data Engineer in a high-code, high-scale environment\n\n - Track record of driving technical strategy and cross-functional alignment, including defining roadmaps for a data platform or infrastructure domain\n\n - Deep expertise building full-stack data platforms: data warehousing, ingestion pipelines, orchestration, monitoring and alerting, CI/CD, developer tooling, cloud infrastructure, and third-party integrations\n\n - Architectural fluency in warehouse design patterns, performance tuning, cost management, and permissions strategies on MPP analytics databases (Snowflake strongly preferred; Databricks, BigQuery, or Redshift also relevant)\n\n - Experience leading technical initiatives end-to-end across multiple teams and codifying engineering standards\n\n - Proficiency designing and operating cloud infrastructure at scale (AWS preferred) using infrastructure-as-code (Terraform, Pulumi, AWS CDK)\n\n - Strong Python engineering skills; solid SQL foundations; comfort with distributed systems\n\n - Experience maintaining and scaling pipeline orchestration infrastructure (Airflow/Astronomer preferred)\n\n - Mentorship track record growing junior and mid-level engineers\n\nBonus points for:\n\n - Agentic Data Engineering (automating data infrastructure tasks, auditing permissions, optimized CI)\n\n - APM and observability tooling (DataDog, New Relic) and data quality/observability frameworks\n\n - ETL/ELT best practices at scale\n\n - Data security and compliance in regulated environments, especially PHI\n\n - Greenfield platform development in a high-growth startup\n\n - Docker, GitHub Actions, dbt, Spark\n\n - Build vs. buy decision-making and vendor evaluation\n\nYou'll love this role if you want to:\n\n - Set technical direction for data infrastructure at a company redefining access to mental healthcare\n\n - Serve as a force multiplier, making data engineers, analysts, and ML practitioners more effective through the systems and standards you put in place\n\n - Own consequential architectural decisions from whiteboard to production\n\n - Build in a fast-paced environment where we ship multiple times per day and measure impact quickly\n\n - Help shape Headway's engineering culture, processes, and documentation with the same rigor we bring to our products\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"9e90eae0-30c4-4c7f-addd-8d5ce7868df3","title":"HR Business Partner","department":"All Cost Centers","team":"People","employmentType":"FullTime","location":"New York City","secondaryLocations":[],"publishedAt":"2026-09-04T17:37:30.899+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/9e90eae0-30c4-4c7f-addd-8d5ce7868df3","applyUrl":"https://jobs.ashbyhq.com/headway/9e90eae0-30c4-4c7f-addd-8d5ce7868df3/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
This role is located in our New York City office and is in person 2-days a week.
We're looking for an exceptional HR Business Partner to support our growing Engineering organization. This is a high-visibility, cross-functional role: you'll work closely with HR Business Partner leadership and Engineering leadership to build the people strategy, programs, and policies that let the org scale sustainably.
You’ll shape and execute people strategies that enable scale, strengthen leadership, and drive Olympic-level performance. You'll act as a trusted advisor and thought partner to managers and employees across the full HR lifecycle: providing counsel on organizational design, performance management, talent planning, and leadership development - balancing near-term priorities with long-term organizational health and cultural integrity. You’ll use data-driven insights and sound judgment to identify trends, influence decisions, and lead high-impact initiatives that elevate the employee experience, strengthen manager capability, and ensure our teams are empowered to perform at their best. This role also partners closely with our Centers of Excellence (Total Rewards & Compensation, People Ops, Legal, and Talent Acquisition) so the Engineering org has the support it needs across the entire lifecycle.
Strategic Business Partnership: Independently partner with leaders to translate business priorities into actionable people plans. Connect People programs to functional goals, surface patterns across your client group, and escalate insights that inform broader org thinking.
Talent Strategy & Performance: Lead performance management and talent review processes with rigor and follow-through within the org. Coach people managers to set clear expectations, deliver feedback, and take early action on performance — building their confidence to lead with accountability.
Organizational Design & Effectiveness: Partner with leaders to inform org structure decisions, clarify roles and decision rights, and support team health within your defined scope. Use headcount and workforce data to identify talent gaps and support scalable design.
Coaching & Manager Development: Build trusted relationships with managers and deliver direct, actionable feedback that shifts behavior and builds capability. Reinforce Headway's cultural principles and managerial expectations through consistent coaching and follow-through.
Analytical & Data-Driven Decision Making: Independently build and use people data — attrition, engagement, performance patterns — to surface insights and influence leadership action. Leverage AI tools to accelerate analysis, synthesize feedback at scale, and draft communications with speed and precision
Operational Excellence: Own People programs and projects end-to-end within the org, from planning through execution and follow-through. Balance multiple workstreams without losing precision or quality.
Cultural Stewardship & Employee Experience: Model and amplify Headway’s values and performance standards. Ensure fairness, inclusion, and consistency in decision-making. Surface patterns in sentiment and proactively strengthen engagement and trust.
5–8 years of progressive HRBP or HR adjacent/ generalist experience (e.g., Chief of Staff, Strategy, Consulting), with a track record of supporting senior executives in high-growth or scaling environments.
Independently partner with business leaders — you don't wait to be told what's needed, and you know when to escalate and when to run with it.
Are data-driven, using both qualitative and quantitative signals to surface insights and support decisions.
Build genuine trust with managers through candor, follow-through, and sound judgment.
Have solid grounding in core HR processes — performance management, org design, talent development — and execute them with rigor.
Thrive in fast-paced environments where ownership, agility, and operational discipline are the expectation.
Are curious about and comfortable using AI tools in your day-to-day work — you don't need to be technical, but you should be able to hold a credible conversation with engineering leaders about what AI transformation means for talent, skill gaps, and team design.
Model Headway's cultural principles and hold a high bar for performance and accountability.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE\n\nThis role is located in our New York City office and is in person 2-days a week.\n\nWe're looking for an exceptional HR Business Partner to support our growing Engineering organization. This is a high-visibility, cross-functional role: you'll work closely with HR Business Partner leadership and Engineering leadership to build the people strategy, programs, and policies that let the org scale sustainably.\n\nYou’ll shape and execute people strategies that enable scale, strengthen leadership, and drive Olympic-level performance. You'll act as a trusted advisor and thought partner to managers and employees across the full HR lifecycle: providing counsel on organizational design, performance management, talent planning, and leadership development - balancing near-term priorities with long-term organizational health and cultural integrity. You’ll use data-driven insights and sound judgment to identify trends, influence decisions, and lead high-impact initiatives that elevate the employee experience, strengthen manager capability, and ensure our teams are empowered to perform at their best. This role also partners closely with our Centers of Excellence (Total Rewards & Compensation, People Ops, Legal, and Talent Acquisition) so the Engineering org has the support it needs across the entire lifecycle.\n\n\n\n\nYOU WILL:\n\n - Strategic Business Partnership: Independently partner with leaders to translate business priorities into actionable people plans. Connect People programs to functional goals, surface patterns across your client group, and escalate insights that inform broader org thinking.\n\n - Talent Strategy & Performance: Lead performance management and talent review processes with rigor and follow-through within the org. Coach people managers to set clear expectations, deliver feedback, and take early action on performance — building their confidence to lead with accountability.\n\n - Organizational Design & Effectiveness: Partner with leaders to inform org structure decisions, clarify roles and decision rights, and support team health within your defined scope. Use headcount and workforce data to identify talent gaps and support scalable design.\n\n - Coaching & Manager Development: Build trusted relationships with managers and deliver direct, actionable feedback that shifts behavior and builds capability. Reinforce Headway's cultural principles and managerial expectations through consistent coaching and follow-through.\n\n - Analytical & Data-Driven Decision Making: Independently build and use people data — attrition, engagement, performance patterns — to surface insights and influence leadership action. Leverage AI tools to accelerate analysis, synthesize feedback at scale, and draft communications with speed and precision\n\n - Operational Excellence: Own People programs and projects end-to-end within the org, from planning through execution and follow-through. Balance multiple workstreams without losing precision or quality.\n\n - Cultural Stewardship & Employee Experience: Model and amplify Headway’s values and performance standards. Ensure fairness, inclusion, and consistency in decision-making. Surface patterns in sentiment and proactively strengthen engagement and trust.\n\n \n\n\nYOU HAVE:\n\n - 5–8 years of progressive HRBP or HR adjacent/ generalist experience (e.g., Chief of Staff, Strategy, Consulting), with a track record of supporting senior executives in high-growth or scaling environments.\n\n - Independently partner with business leaders — you don't wait to be told what's needed, and you know when to escalate and when to run with it.\n\n - Are data-driven, using both qualitative and quantitative signals to surface insights and support decisions.\n\n - Build genuine trust with managers through candor, follow-through, and sound judgment.\n\n - Have solid grounding in core HR processes — performance management, org design, talent development — and execute them with rigor.\n\n - Thrive in fast-paced environments where ownership, agility, and operational discipline are the expectation.\n\n - Are curious about and comfortable using AI tools in your day-to-day work — you don't need to be technical, but you should be able to hold a credible conversation with engineering leaders about what AI transformation means for talent, skill gaps, and team design.\n\n - Model Headway's cultural principles and hold a high bar for performance and accountability.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"8d8800e1-ffbd-4666-8f8f-beec79986796","title":"Remote Licensed Mental Health Therapist","department":"Join our provider network! ","team":"Join our provider network! ","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2024-08-21T15:35:39.319+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/8d8800e1-ffbd-4666-8f8f-beec79986796","applyUrl":"https://jobs.ashbyhq.com/headway/8d8800e1-ffbd-4666-8f8f-beec79986796/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Are you a Licensed Mental Health Therapist looking to launch a private practice, or grow your existing practice?
Headway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.
Whether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!
By joining the Headway community, we’ll help you:
Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.
Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.
Grow your caseload by providing marketing support and best practices to grow your practice!
Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!
We’ll also support your clients by:
Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.
Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.
And we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.
Ready to get started?
To join Headway’s growing community, you are/have:
Licensure: You’re a Masters Level Licensed Mental Health Therapist (LPC, LCSW, LMFT)
NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAre you a Licensed Mental Health Therapist looking to launch a private practice, or grow your existing practice?\n\nHeadway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.\n\nWhether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!\n\nBy joining the Headway community, we’ll help you:\n\n - Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.\n\n - Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.\n\n - Grow your caseload by providing marketing support and best practices to grow your practice!\n\n - Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!\n\nWe’ll also support your clients by:\n\n - Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.\n\n - Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.\n\nAnd we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.\n\nReady to get started?\n\nTo join Headway’s growing community, you are/have:\n\n - Licensure: You’re a Masters Level Licensed Mental Health Therapist (LPC, LCSW, LMFT)\n\n - NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"ed6fa8ec-32e7-422d-bc79-325e1d78243b","title":"Remote Licensed Psychiatric Nurse Practitioner","department":"Join our provider network! ","team":"Join our provider network! ","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2024-08-21T15:52:43.759+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/ed6fa8ec-32e7-422d-bc79-325e1d78243b","applyUrl":"https://jobs.ashbyhq.com/headway/ed6fa8ec-32e7-422d-bc79-325e1d78243b/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Are you a Licensed Psychiatric Nurse Practitioner looking to launch a private practice, or grow your existing practice?
Headway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.
Whether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!
By joining the Headway community, we’ll help you:
Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.
Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.
Grow your caseload by providing marketing support and best practices to grow your practice!
Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!
We’ll also support your clients by:
Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.
Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.
And we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.
Ready to get started?
To join Headway’s growing community, you are/have:
Licensure: You’re a fully licensed ANCC board-certified Psychiatric Nurse Practitioner
NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!
DEA: You have a DEA and/or CDS number, or you’re open to acquiring one.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAre you a Licensed Psychiatric Nurse Practitioner looking to launch a private practice, or grow your existing practice?\n\nHeadway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.\n\nWhether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!\n\nBy joining the Headway community, we’ll help you:\n\n - Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.\n\n - Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.\n\n - Grow your caseload by providing marketing support and best practices to grow your practice!\n\n - Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!\n\nWe’ll also support your clients by:\n\n - Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.\n\n - Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.\n\nAnd we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.\n\nReady to get started?\n\nTo join Headway’s growing community, you are/have:\n\n - Licensure: You’re a fully licensed ANCC board-certified Psychiatric Nurse Practitioner\n\n - NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!\n\n - DEA: You have a DEA and/or CDS number, or you’re open to acquiring one.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"20705468-59b2-4576-b6d8-27a5e06e4027","title":"Remote Licensed Psychiatrist","department":"Join our provider network! ","team":"Join our provider network! ","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2024-08-21T15:53:59.762+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/20705468-59b2-4576-b6d8-27a5e06e4027","applyUrl":"https://jobs.ashbyhq.com/headway/20705468-59b2-4576-b6d8-27a5e06e4027/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Are you a Licensed Psychiatrist looking to launch a private practice, or grow your existing practice?
Headway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.
Whether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!
By joining the Headway community, we’ll help you:
Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.
Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.
Grow your caseload by providing marketing support and best practices to grow your practice!
Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!
We’ll also support your clients by:
Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.
Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.
And we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.
Ready to get started?
To join Headway’s growing community, you are/have:
Licensure: You’re a fully licensed board-certified Psychiatrist
NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!
DEA: You have a DEA and/or CDS number, or you’re open to acquiring one.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAre you a Licensed Psychiatrist looking to launch a private practice, or grow your existing practice?\n\nHeadway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.\n\nWhether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!\n\nBy joining the Headway community, we’ll help you:\n\n - Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.\n\n - Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.\n\n - Grow your caseload by providing marketing support and best practices to grow your practice!\n\n - Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!\n\nWe’ll also support your clients by:\n\n - Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.\n\n - Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.\n\nAnd we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.\n\nReady to get started?\n\nTo join Headway’s growing community, you are/have:\n\n - Licensure: You’re a fully licensed board-certified Psychiatrist\n\n - NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!\n\n - DEA: You have a DEA and/or CDS number, or you’re open to acquiring one.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"e2020f72-3e04-430b-a2b8-439be04b0c97","title":"Remote Licensed Professional Counselor","department":"Join our provider network! ","team":"Join our provider network! ","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2024-08-23T14:09:09.001+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/e2020f72-3e04-430b-a2b8-439be04b0c97","applyUrl":"https://jobs.ashbyhq.com/headway/e2020f72-3e04-430b-a2b8-439be04b0c97/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Are you a Licensed Professional Counselor looking to launch a private practice, or grow your existing practice?
Headway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.
Whether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!
By joining the Headway community, we’ll help you:
Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.
Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.
Grow your caseload by providing marketing support and best practices to grow your practice!
Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!
We’ll also support your clients by:
Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.
Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.
And we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.
Ready to get started?
To join Headway’s growing community, you are/have:
Licensure: You’re a Masters Level Licensed Professional Counselor (LPC, LPCC, LCPC, LCPCS, LPCC-S)
NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAre you a Licensed Professional Counselor looking to launch a private practice, or grow your existing practice?\n\nHeadway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.\n\nWhether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!\n\nBy joining the Headway community, we’ll help you:\n\n - Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.\n\n - Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.\n\n - Grow your caseload by providing marketing support and best practices to grow your practice!\n\n - Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!\n\nWe’ll also support your clients by:\n\n - Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.\n\n - Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.\n\nAnd we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.\n\nReady to get started?\n\nTo join Headway’s growing community, you are/have:\n\n - Licensure: You’re a Masters Level Licensed Professional Counselor (LPC, LPCC, LCPC, LCPCS, LPCC-S)\n\n - NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"b888df59-498f-4703-8098-6c06b98cf088","title":"Remote Licensed Clinical Social Worker","department":"Join our provider network! ","team":"Join our provider network! ","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2024-08-23T14:11:45.714+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/b888df59-498f-4703-8098-6c06b98cf088","applyUrl":"https://jobs.ashbyhq.com/headway/b888df59-498f-4703-8098-6c06b98cf088/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Are you a Licensed Clinical Social Worker looking to launch a private practice, or grow your existing practice?
Headway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.
Whether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!
By joining the Headway community, we’ll help you:
Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.
Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.
Grow your caseload by providing marketing support and best practices to grow your practice!
Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!
We’ll also support your clients by:
Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.
Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.
And we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.
Ready to get started?
To join Headway’s growing community, you are/have:
Licensure: You’re a Masters Level Licensed Clinical Social Worker (LCSW, LICSW, LCSCW)
NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAre you a Licensed Clinical Social Worker looking to launch a private practice, or grow your existing practice?\n\nHeadway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.\n\nWhether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!\n\nBy joining the Headway community, we’ll help you:\n\n - Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.\n\n - Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.\n\n - Grow your caseload by providing marketing support and best practices to grow your practice!\n\n - Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!\n\nWe’ll also support your clients by:\n\n - Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.\n\n - Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.\n\nAnd we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.\n\nReady to get started?\n\nTo join Headway’s growing community, you are/have:\n\n - Licensure: You’re a Masters Level Licensed Clinical Social Worker (LCSW, LICSW, LCSCW)\n\n - NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"2754be86-7228-4324-b24a-e5a0fab534c1","title":"Remote Licensed Clinical Psychologist","department":"Join our provider network! ","team":"Join our provider network! ","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2024-08-23T14:12:42.420+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/2754be86-7228-4324-b24a-e5a0fab534c1","applyUrl":"https://jobs.ashbyhq.com/headway/2754be86-7228-4324-b24a-e5a0fab534c1/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Are you a Licensed Clinical Psychologist looking to launch a private practice, or grow your existing practice?
Headway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.
Whether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!
By joining the Headway community, we’ll help you:
Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.
Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.
Grow your caseload by providing marketing support and best practices to grow your practice!
Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!
We’ll also support your clients by:
Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.
Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.
And we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.
Ready to get started?
To join Headway’s growing community, you are/have:
Licensure: You’re a fully licensed board-certified Psychiatrist
NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAre you a Licensed Clinical Psychologist looking to launch a private practice, or grow your existing practice?\n\nHeadway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.\n\nWhether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!\n\nBy joining the Headway community, we’ll help you:\n\n - Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.\n\n - Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.\n\n - Grow your caseload by providing marketing support and best practices to grow your practice!\n\n - Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!\n\nWe’ll also support your clients by:\n\n - Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.\n\n - Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.\n\nAnd we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.\n\nReady to get started?\n\nTo join Headway’s growing community, you are/have:\n\n - Licensure: You’re a fully licensed board-certified Psychiatrist\n\n - NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"ac527fcd-72e4-4d1f-a31f-5e7b01a093c0","title":"Remote Licensed Marriage and Family Therapist","department":"Join our provider network! ","team":"Join our provider network! ","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2024-08-23T14:20:58.825+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/ac527fcd-72e4-4d1f-a31f-5e7b01a093c0","applyUrl":"https://jobs.ashbyhq.com/headway/ac527fcd-72e4-4d1f-a31f-5e7b01a093c0/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Are you a Licensed Marriage and Family Therapist looking to launch a private practice, or grow your existing practice?
Headway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.
Whether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!
By joining the Headway community, we’ll help you:
Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.
Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.
Grow your caseload by providing marketing support and best practices to grow your practice!
Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!
We’ll also support your clients by:
Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.
Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.
And we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.
Ready to get started?
To join Headway’s growing community, you are/have:
Licensure: You’re a Masters Level Licensed Professional Counselor (LMFT, LMFTS, LCMFT)
NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAre you a Licensed Marriage and Family Therapist looking to launch a private practice, or grow your existing practice?\n\nHeadway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.\n\nWhether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!\n\nBy joining the Headway community, we’ll help you:\n\n - Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.\n\n - Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.\n\n - Grow your caseload by providing marketing support and best practices to grow your practice!\n\n - Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!\n\nWe’ll also support your clients by:\n\n - Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.\n\n - Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.\n\nAnd we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.\n\nReady to get started?\n\nTo join Headway’s growing community, you are/have:\n\n - Licensure: You’re a Masters Level Licensed Professional Counselor (LMFT, LMFTS, LCMFT)\n\n - NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"7104df9f-666d-46ab-898d-0576297418ef","title":"Remote Licensed Mental Health Counselor","department":"Join our provider network! ","team":"Join our provider network! ","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2024-08-23T14:20:59.596+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/7104df9f-666d-46ab-898d-0576297418ef","applyUrl":"https://jobs.ashbyhq.com/headway/7104df9f-666d-46ab-898d-0576297418ef/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Are you a Licensed Mental Health Counselor looking to launch a private practice, or grow your existing practice?
Headway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.
Whether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!
By joining the Headway community, we’ll help you:
Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.
Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.
Grow your caseload by providing marketing support and best practices to grow your practice!
Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!
We’ll also support your clients by:
Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.
Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.
And we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.
Ready to get started?
To join Headway’s growing community, you are/have:
Licensure: You’re a Masters Level Licensed Mental Health Counselor (LMHC, LPCMH, LIMHP)
NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAre you a Licensed Mental Health Counselor looking to launch a private practice, or grow your existing practice?\n\nHeadway currently supports thousands of mental health clinicians across the United States in our mission to rewire the mental healthcare system for access and affordability by equipping mental health practitioners with the tools and resources they need to run their practices.\n\nWhether you're new to private practice or already have an established practice of your own, we’re excited to support you in reaching your goals!\n\nBy joining the Headway community, we’ll help you:\n\n - Accept insurance hassle-free by credentialing you with the nation’s largest networks and handling the billing and admin paperwork for you.\n\n - Maintain a flexible schedule by deciding how many clients you see through Headway, so that you can set the hours that work for you.\n\n - Grow your caseload by providing marketing support and best practices to grow your practice!\n\n - Use Headway’s practice management software to run your practice, but if using your own works better, that’s fine too!\n\nWe’ll also support your clients by:\n\n - Providing live, customized support to clinicians and clients in order to streamline the process of both seeking and providing care.\n\n - Verifying client insurance benefits instantly and automatically, so that access to care is never delayed, and you can see your clients with confidence.\n\nAnd we do this all without additional fees! Headways is a flexible service, meaning your hours are yours to set, and it’s up to you whether you see your patients in-person or remotely via telehealth while working from home.\n\nReady to get started?\n\nTo join Headway’s growing community, you are/have:\n\n - Licensure: You’re a Masters Level Licensed Mental Health Counselor (LMHC, LPCMH, LIMHP)\n\n - NPI Number and Individual Malpractice Insurance: We can point you in the right direction if you don’t have those yet!\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"edea3700-6c69-4e63-bd9f-b05147734e80","title":"Senior Fullstack Software Engineer","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"Remote","address":{"postalAddress":{"addressCountry":"United States"}}}],"publishedAt":"2024-09-09T23:18:21.024+00:00","isListed":true,"isRemote":null,"workplaceType":null,"address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/edea3700-6c69-4e63-bd9f-b05147734e80","applyUrl":"https://jobs.ashbyhq.com/headway/edea3700-6c69-4e63-bd9f-b05147734e80/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Fullstack at Headway means end-to-end ownership. You’re building reliable abstraction layers over a fragmented healthcare system and translating them into seamless, empathetic user experiences. What you could work on:
The Modern AI-enabled Clinical System: Help design and build the interfaces and systems that manage clinical data. Build high-integrity experiences for treatment plans and progress notes, integrating AI-powered clinical intelligence to give providers their time back.
Therapist Practice Management: Build a best-in-class platform for Headway therapists to run their businesses. You'll own features from the database schema to the UI, creating intuitive web experiences for scheduling, clinical notes, and payment management.
Patient-First Experiences: We’re moving toward a patient-centric model. Transform the therapist search experience by building the frontend interfaces and backend APIs that power personalized care recommendations, longitudinal data views, and seamless patient-provider matching.
Frictionless Onboarding: Turn the historically nightmare process of insurance credentialing into a sleek, consumer-grade web experience. Build products and tooling to get providers in-network and scaling their practice in record time.
Languages: TypeScript, Python 3
Frontend: React, Remix, Next.js
Backend & Storage: FastAPI, SQLAlchemy, Postgres, Redis, Snowflake
Infrastructure: AWS, Temporal, Kafka
Ops: Datadog, Sentry, PagerDuty
AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)
End-to-End Product Builder: You care just as much about the API architecture as you do the user experience. You seamlessly context-switch between backend logic and frontend state management.
AI Frontier Tinkerer: You don't just use AI tools - you push their limits. You've experimented with applying LLMs to real workflows, whether that's code generation, operational automation, or developer tooling. You bring a builder's mindset: what can we automate, what should stay human, and how do we ship it responsibly in healthcare?
Owns Outcomes, Not Tasks: You've been handed ambiguous problems and turned them into shipped software. You know how to define the solution, pull in the right people across teams, and keep things moving when priorities shift.
Sets the Technical Standard: You make technical decisions that optimize for maintainability and scale, not just shipping speed. You proactively improve your team's engineering velocity - whether that's refining tooling, improving automation, or establishing patterns that prevent entire categories of bugs.
Mentor by Default: You pull engineers into design discussions without being asked. Your code reviews teach, not just gatekeep. You make sure knowledge gets shared across the team, not siloed in one person's head.
Ships Fast, Iterates Faster: You can move from problem statement to working solution quickly. You'd rather ship a good v1 this week than a perfect v1 next month. Real feedback from therapists and patients is worth more than another round of design review.
Quick Study in Complex Domains: Healthcare is a maze of payers, regulations, and exceptions. You don't need prior healthcare experience, but you need to be someone who dives into unfamiliar domains and builds a working mental model fast.
Motivated by Impact: You want your engineering skills applied to problems that matter. Mental healthcare access is broken in America, and you want to be part of fixing it.
Communicates with Precision: Whether it's a Slack thread, a design doc, or a cross-team meeting, you communicate clearly and concisely. You know that great engineering is wasted if you can't bring people along.
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background.
First round: You'll do a live coding interview with Karat, our technical interviewing partner. It's a great opportunity to showcase your problem-solving skills and learn more about what our engineering team is building.
Final rounds: You’ll meet several team members for technical and non-technical interviews and leave with a fuller picture of what it’s like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
Salary: $182,750 - $278,500 base salary plus a competitive equity package.
Comprehensive Benefits: Medical, dental, vision, HSA/FSA, 401(k), Carrot Fertility reimbursement, and 16-week parental leave.
The Mission: We reimburse your therapy and provide a professional development budget. We believe in what we’re building.
Time Off: 13 holidays, a full week off in December, and flexible PTO.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nTHE WORK\n\nFullstack at Headway means end-to-end ownership. You’re building reliable abstraction layers over a fragmented healthcare system and translating them into seamless, empathetic user experiences. What you could work on:\n\n - The Modern AI-enabled Clinical System: Help design and build the interfaces and systems that manage clinical data. Build high-integrity experiences for treatment plans and progress notes, integrating AI-powered clinical intelligence to give providers their time back.\n\n - Therapist Practice Management: Build a best-in-class platform for Headway therapists to run their businesses. You'll own features from the database schema to the UI, creating intuitive web experiences for scheduling, clinical notes, and payment management.\n\n - Patient-First Experiences: We’re moving toward a patient-centric model. Transform the therapist search experience by building the frontend interfaces and backend APIs that power personalized care recommendations, longitudinal data views, and seamless patient-provider matching.\n\n - Frictionless Onboarding: Turn the historically nightmare process of insurance credentialing into a sleek, consumer-grade web experience. Build products and tooling to get providers in-network and scaling their practice in record time.\n\n\nOUR STACK\n\n - Languages: TypeScript, Python 3\n\n - Frontend: React, Remix, Next.js\n\n - Backend & Storage: FastAPI, SQLAlchemy, Postgres, Redis, Snowflake\n\n - Infrastructure: AWS, Temporal, Kafka\n\n - Ops: Datadog, Sentry, PagerDuty\n\n - AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)\n\n\nWHO YOU ARE\n\n - End-to-End Product Builder: You care just as much about the API architecture as you do the user experience. You seamlessly context-switch between backend logic and frontend state management.\n\n - AI Frontier Tinkerer: You don't just use AI tools - you push their limits. You've experimented with applying LLMs to real workflows, whether that's code generation, operational automation, or developer tooling. You bring a builder's mindset: what can we automate, what should stay human, and how do we ship it responsibly in healthcare?\n\n - Owns Outcomes, Not Tasks: You've been handed ambiguous problems and turned them into shipped software. You know how to define the solution, pull in the right people across teams, and keep things moving when priorities shift.\n\n - Sets the Technical Standard: You make technical decisions that optimize for maintainability and scale, not just shipping speed. You proactively improve your team's engineering velocity - whether that's refining tooling, improving automation, or establishing patterns that prevent entire categories of bugs.\n\n - Mentor by Default: You pull engineers into design discussions without being asked. Your code reviews teach, not just gatekeep. You make sure knowledge gets shared across the team, not siloed in one person's head.\n\n - Ships Fast, Iterates Faster: You can move from problem statement to working solution quickly. You'd rather ship a good v1 this week than a perfect v1 next month. Real feedback from therapists and patients is worth more than another round of design review.\n\n - Quick Study in Complex Domains: Healthcare is a maze of payers, regulations, and exceptions. You don't need prior healthcare experience, but you need to be someone who dives into unfamiliar domains and builds a working mental model fast.\n\n - Motivated by Impact: You want your engineering skills applied to problems that matter. Mental healthcare access is broken in America, and you want to be part of fixing it.\n\n - Communicates with Precision: Whether it's a Slack thread, a design doc, or a cross-team meeting, you communicate clearly and concisely. You know that great engineering is wasted if you can't bring people along.\n\n\nOUR INTERVIEW PROCESS\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background. \n\n - First round: You'll do a live coding interview with Karat, our technical interviewing partner. It's a great opportunity to showcase your problem-solving skills and learn more about what our engineering team is building.\n\n - Final rounds: You’ll meet several team members for technical and non-technical interviews and leave with a fuller picture of what it’s like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\nCOMPENSATION & BENEFITS\n\n - Salary: $182,750 - $278,500 base salary plus a competitive equity package.\n\n - Comprehensive Benefits: Medical, dental, vision, HSA/FSA, 401(k), Carrot Fertility reimbursement, and 16-week parental leave.\n\n - The Mission: We reimburse your therapy and provide a professional development budget. We believe in what we’re building.\n\n - Time Off: 13 holidays, a full week off in December, and flexible PTO.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"e78703a3-4089-40fa-8a17-4afb811d3855","title":"Senior Backend Software Engineer","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"Remote","address":{"postalAddress":{"addressCountry":"United States"}}}],"publishedAt":"2024-09-16T15:54:20.623+00:00","isListed":true,"isRemote":null,"workplaceType":null,"address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/e78703a3-4089-40fa-8a17-4afb811d3855","applyUrl":"https://jobs.ashbyhq.com/headway/e78703a3-4089-40fa-8a17-4afb811d3855/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Backend at Headway involves high-stakes logic. You’re building a reliable abstraction layer over a fragmented healthcare system. What you could work on:
The Modern AI-enabled Clinical System: Help design and build the systems that store and manage clinical data. This isn't just a database; it's a high-integrity system for treatment plans, progress notes, patient history, and AI-powered clinical intelligence - from session transcript-to-note generation to automated summaries that give providers their time back.
The Insurance Billing Engine: We apply AI pragmatically (blog) to reduce administrative burdens for providers and handle the burden of traditional billing workflows. You’ll scale the systems that handle the unique, often nonsensical rules of every major insurance payer to accurately estimate and file claims hundreds of thousands of times per month.
Patient-First Infrastructure: We’re moving toward a patient-centric model. Build the backend services that power personalized care recommendations, health tracking, and longitudinal data views as well as innovative user experiences to help patients find a therapist that meets their needs
Financial Integrity: Work on the ledger systems that ensure 70,000+ providers get paid accurately. This requires building for idempotency and strict consistency in a multi-party marketplace.
Languages: Python, TypeScript
Storage: Postgres, Redis, Snowflake
Infrastructure: AWS, Temporal
Ops: Datadog, Sentry, PagerDuty
AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)
Owns Outcomes, Not Tasks: You've been handed ambiguous problems and turned them into shipped software. You know how to define the solution, pull in the right people across teams, and keep things moving when priorities shift.
Sets the Technical Standard: You make technical decisions that optimize for maintainability and scale, not just shipping speed. You proactively improve your team's engineering velocity - whether that's refining tooling, improving automation, or establishing patterns that prevent entire categories of bugs.
Mentor by Default: You pull engineers into design discussions without being asked. Your code reviews teach, not just gatekeep. You make sure knowledge gets shared across the team, not siloed in one person's head.
Ships Fast, Iterates Faster: You can move from problem statement to working solution quickly. You'd rather ship a good v1 this week than a perfect v1 next month. Real feedback from therapists and patients is worth more than another round of design review.
Quick Study in Complex Domains: Healthcare is a maze of payers, regulations, and exceptions. You don't need prior healthcare experience, but you need to be someone who dives into unfamiliar domains and builds a working mental model fast.
Motivated by Impact: You want your engineering skills applied to problems that matter. Mental healthcare access is broken in America, and you want to be part of fixing it.
Communicates with Precision: Whether it's a Slack thread, a design doc, or a cross-team meeting, you communicate clearly and concisely. You know that great engineering is wasted if you can't bring people along.
AI Frontier Tinkerer: You don't just use AI tools - you push their limits. You've experimented with applying LLMs to real workflows, whether that's code generation, operational automation, or developer tooling. You bring a builder's mindset: what can we automate, what should stay human, and how do we ship it responsibly in healthcare?
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background.
First round: You'll meet with an engineer on the team to do some live coding and learn more about the engineering team.
Final rounds: You’ll meet several more team members for technical and non-technical interviews and leave with a fuller picture of what it’s like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
Salary: $182,750 - $278,500 base salary plus a competitive equity package.
Comprehensive Benefits: Medical, dental, vision, HSA/FSA, 401(k), Carrot Fertility reimbursement, and 16-week parental leave.
The Mission: We reimburse your therapy and provide a professional development budget. We believe in what we’re building.
Time Off: 13 holidays, a full week off in December, and flexible PTO.
#LI-BM1
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nTHE WORK\n\nBackend at Headway involves high-stakes logic. You’re building a reliable abstraction layer over a fragmented healthcare system. What you could work on:\n\n - The Modern AI-enabled Clinical System: Help design and build the systems that store and manage clinical data. This isn't just a database; it's a high-integrity system for treatment plans, progress notes, patient history, and AI-powered clinical intelligence - from session transcript-to-note generation to automated summaries that give providers their time back.\n\n - The Insurance Billing Engine: We apply AI pragmatically (blog https://medium.com/headway-tech/improving-healthcare-billing-with-machine-learning-ba3446979d91) to reduce administrative burdens for providers and handle the burden of traditional billing workflows. You’ll scale the systems that handle the unique, often nonsensical rules of every major insurance payer to accurately estimate and file claims hundreds of thousands of times per month. \n\n - Patient-First Infrastructure: We’re moving toward a patient-centric model. Build the backend services that power personalized care recommendations, health tracking, and longitudinal data views as well as innovative user experiences to help patients find a therapist that meets their needs\n\n - Financial Integrity: Work on the ledger systems that ensure 70,000+ providers get paid accurately. This requires building for idempotency and strict consistency in a multi-party marketplace.\n\n\nOUR STACK\n\n - Languages: Python, TypeScript\n\n - Storage: Postgres, Redis, Snowflake\n\n - Infrastructure: AWS, Temporal\n\n - Ops: Datadog, Sentry, PagerDuty\n\n - AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)\n\n\nWHO YOU ARE\n\n - Owns Outcomes, Not Tasks: You've been handed ambiguous problems and turned them into shipped software. You know how to define the solution, pull in the right people across teams, and keep things moving when priorities shift.\n\n - Sets the Technical Standard: You make technical decisions that optimize for maintainability and scale, not just shipping speed. You proactively improve your team's engineering velocity - whether that's refining tooling, improving automation, or establishing patterns that prevent entire categories of bugs.\n\n - Mentor by Default: You pull engineers into design discussions without being asked. Your code reviews teach, not just gatekeep. You make sure knowledge gets shared across the team, not siloed in one person's head.\n\n - Ships Fast, Iterates Faster: You can move from problem statement to working solution quickly. You'd rather ship a good v1 this week than a perfect v1 next month. Real feedback from therapists and patients is worth more than another round of design review.\n\n - Quick Study in Complex Domains: Healthcare is a maze of payers, regulations, and exceptions. You don't need prior healthcare experience, but you need to be someone who dives into unfamiliar domains and builds a working mental model fast.\n\n - Motivated by Impact: You want your engineering skills applied to problems that matter. Mental healthcare access is broken in America, and you want to be part of fixing it.\n\n - Communicates with Precision: Whether it's a Slack thread, a design doc, or a cross-team meeting, you communicate clearly and concisely. You know that great engineering is wasted if you can't bring people along.\n\n - AI Frontier Tinkerer: You don't just use AI tools - you push their limits. You've experimented with applying LLMs to real workflows, whether that's code generation, operational automation, or developer tooling. You bring a builder's mindset: what can we automate, what should stay human, and how do we ship it responsibly in healthcare?\n\n\nOUR INTERVIEW PROCESS\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background. \n\n - First round: You'll meet with an engineer on the team to do some live coding and learn more about the engineering team.\n\n - Final rounds: You’ll meet several more team members for technical and non-technical interviews and leave with a fuller picture of what it’s like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\nCOMPENSATION & BENEFITS\n\n - Salary: $182,750 - $278,500 base salary plus a competitive equity package.\n\n - Comprehensive Benefits: Medical, dental, vision, HSA/FSA, 401(k), Carrot Fertility reimbursement, and 16-week parental leave.\n\n - The Mission: We reimburse your therapy and provide a professional development budget. We believe in what we’re building.\n\n - Time Off: 13 holidays, a full week off in December, and flexible PTO.\n\n \n\n#LI-BM1\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"a7634532-7934-4948-9e5e-0ca0d15e5e46","title":"Engineering Manager (Provider)","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York City","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2025-07-29T18:59:09.620+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/a7634532-7934-4948-9e5e-0ca0d15e5e46","applyUrl":"https://jobs.ashbyhq.com/headway/a7634532-7934-4948-9e5e-0ca0d15e5e46/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Engineering Manager (Provider)
About Engineering at Headway
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide.
Principles that guide us:
• Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapist to better solve the problems they're facing.
• Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration
• Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.
• Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.
Tools we use:
• Languages: Python 3, TypeScript
• Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js
• Datastores: Postgres, Redis
• Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafka
• Monitoring: Datadog, PagerDuty, Sentry
• Version Control: Github
• Vulnerability Management: Snyk, Semgrep
• Cloud Security: Lacework
• AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)
About these roles
At Headway, we're building a national network of therapists who accept insurance — and making mental healthcare radically more accessible in the process. Supporting providers isn't just about connecting them with patients — it's about delivering the tools they need to manage their practice with ease, confidence, and compliance.
Our providers are the heart of Headway's mission — and empowering them with an easy-to-use platform is critical to both their success and the quality of care patients receive. Whether it's saving providers time, simplifying documentation, or ensuring compliance, this role is at the center of our providers' lives. As an engineering leader at Headway, you will be responsible for leading and growing the engineering pods behind our provider experiences through people development, strategic planning, and hands-on technical support or guidance. You get to play a leading role in defining what and how these teams build, setting up how the teams operate, support, and ultimately drive best-in-class user experiences that have a measurable impact on our ability to execute and meet the demands of a high growth startup.
We are hiring for 2 Engineering Managers within the Provider group:
Care Delivery EM: Care Delivery is building the real-time clinical intelligence layer that lives alongside every provider session — from a live client sidebar surfaced across telehealth, in-home, and calendar visits, to a clinical copilot that lets providers query their own notes and transcripts through a chat-driven interface. This is a 0→1 team defining what AI-assisted care delivery looks like at scale: high ownership, greenfield product work, and a direct line to patient outcomes at a company with 60,000+ providers.
Group Practices EM: Group Practices represents a substantial portion of our provider network and have specific needs to run their practice. This team is responsible for continuing to grow the Group Practices segment and enabling group practice providers and their administrative staff to operate efficiently on Headway.
Who you are
We're looking for experienced engineering team leaders and people managers who are product-minded, data-informed, and energized by growth. As an Engineering Manager at Headway, you will work closely with Engineering Leadership, Product, Marketing, RevOps, and Design to shape the future of our provider acquisition strategy. This is an exciting opportunity for a passionate, mission-aligned engineering leader to make an immediate impact at a high-growth company.
• Partner closely with cross-functional stakeholders to build systems that enable rapid experimentation and long-term scale
• Drive alignment across your team on process, prioritization, and product outcomes
• Develop and grow your team through weekly 1-1s, mentorship, and feedback
• Work with and help develop aspiring engineering leaders within the engineering team
• Contribute to the broader company strategy and product roadmap
• Leads Teams into the AI Era: You don't just tolerate AI tools — you actively shape how your team uses them. You've thought carefully about where AI accelerates engineering work and where it doesn't, and you help your engineers develop genuine fluency rather than surface-level familiarity. Whether it's AI-assisted code review, LLM-powered features, or rethinking which workflows to automate, you bring a builder's mindset: what should we automate, what should stay human, and how do we ship it responsibly in a healthcare context?
Below are additional experiences we think help engineering managers succeed at Headway:
• You have 3+ years of experience as an experienced Engineering Manager
• You have 3-5+ years of experience as a Software Engineer
• You're energized by experimentation and growth — and can balance short-term learning with long-term scale
• You have a strong product mindset and have built strong cross-functional relationships that drive optimal user experiences and build trust with users
• You have a strong technical foundation that allows you to ensure your team is making appropriate technical decisions
• You have a track record of building and leading high performing teams that have effectively delivered business outcomes through technical investments
• You have a track record of working well across teams and functions
• Nice to have: Prior experience with Python and React and working with AWS infrastructure
• Nice to have: Experience in health tech, building user-facing products
• Nice to have: Experience building or managing teams that ship AI-powered product features — particularly in high-trust domains like clinical tools or financial systems
• BS, MS in Computer Science or related field
Our interview process
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.
First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experience. You'll also complete an AI Coding round — a collaborative session where we're less focused on syntax and more on how you think through problems and work with AI tools in a technical context.
Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and one more technical interview (System Design), leaving you with a fuller picture of what it's like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
The expected base pay range for this position is $222,800 - 278,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nEngineering Manager (Provider)\n\n\n\nAbout Engineering at Headway\n\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide.\n\n\n\nPrinciples that guide us:\n\n• Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapist to better solve the problems they're facing.\n\n• Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration\n\n• Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.\n\n• Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.\n\n\n\nTools we use:\n\n• Languages: Python 3, TypeScript\n\n• Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js\n\n• Datastores: Postgres, Redis\n\n• Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafka\n\n• Monitoring: Datadog, PagerDuty, Sentry\n\n• Version Control: Github\n\n• Vulnerability Management: Snyk, Semgrep\n\n• Cloud Security: Lacework\n\n• AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)\n\n\n\nAbout these roles\n\nAt Headway, we're building a national network of therapists who accept insurance — and making mental healthcare radically more accessible in the process. Supporting providers isn't just about connecting them with patients — it's about delivering the tools they need to manage their practice with ease, confidence, and compliance.\n\n\n\nOur providers are the heart of Headway's mission — and empowering them with an easy-to-use platform is critical to both their success and the quality of care patients receive. Whether it's saving providers time, simplifying documentation, or ensuring compliance, this role is at the center of our providers' lives. As an engineering leader at Headway, you will be responsible for leading and growing the engineering pods behind our provider experiences through people development, strategic planning, and hands-on technical support or guidance. You get to play a leading role in defining what and how these teams build, setting up how the teams operate, support, and ultimately drive best-in-class user experiences that have a measurable impact on our ability to execute and meet the demands of a high growth startup.\n\n\n\nWe are hiring for 2 Engineering Managers within the Provider group:\n\n\n\nCare Delivery EM: Care Delivery is building the real-time clinical intelligence layer that lives alongside every provider session — from a live client sidebar surfaced across telehealth, in-home, and calendar visits, to a clinical copilot that lets providers query their own notes and transcripts through a chat-driven interface. This is a 0→1 team defining what AI-assisted care delivery looks like at scale: high ownership, greenfield product work, and a direct line to patient outcomes at a company with 60,000+ providers.\n\n\n\nGroup Practices EM: Group Practices represents a substantial portion of our provider network and have specific needs to run their practice. This team is responsible for continuing to grow the Group Practices segment and enabling group practice providers and their administrative staff to operate efficiently on Headway.\n\n\n\n\nWho you are\n\nWe're looking for experienced engineering team leaders and people managers who are product-minded, data-informed, and energized by growth. As an Engineering Manager at Headway, you will work closely with Engineering Leadership, Product, Marketing, RevOps, and Design to shape the future of our provider acquisition strategy. This is an exciting opportunity for a passionate, mission-aligned engineering leader to make an immediate impact at a high-growth company.\n\n\n\n• Partner closely with cross-functional stakeholders to build systems that enable rapid experimentation and long-term scale\n\n• Drive alignment across your team on process, prioritization, and product outcomes\n\n• Develop and grow your team through weekly 1-1s, mentorship, and feedback\n\n• Work with and help develop aspiring engineering leaders within the engineering team\n\n• Contribute to the broader company strategy and product roadmap\n\n• Leads Teams into the AI Era: You don't just tolerate AI tools — you actively shape how your team uses them. You've thought carefully about where AI accelerates engineering work and where it doesn't, and you help your engineers develop genuine fluency rather than surface-level familiarity. Whether it's AI-assisted code review, LLM-powered features, or rethinking which workflows to automate, you bring a builder's mindset: what should we automate, what should stay human, and how do we ship it responsibly in a healthcare context?\n\n\n\nBelow are additional experiences we think help engineering managers succeed at Headway:\n\n\n\n• You have 3+ years of experience as an experienced Engineering Manager\n\n• You have 3-5+ years of experience as a Software Engineer\n\n• You're energized by experimentation and growth — and can balance short-term learning with long-term scale\n\n• You have a strong product mindset and have built strong cross-functional relationships that drive optimal user experiences and build trust with users\n\n• You have a strong technical foundation that allows you to ensure your team is making appropriate technical decisions\n\n• You have a track record of building and leading high performing teams that have effectively delivered business outcomes through technical investments\n\n• You have a track record of working well across teams and functions\n\n• Nice to have: Prior experience with Python and React and working with AWS infrastructure\n\n• Nice to have: Experience in health tech, building user-facing products\n\n• Nice to have: Experience building or managing teams that ship AI-powered product features — particularly in high-trust domains like clinical tools or financial systems\n\n• BS, MS in Computer Science or related field\n\n\n\nOur interview process\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.\n\n - First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experience. You'll also complete an AI Coding round — a collaborative session where we're less focused on syntax and more on how you think through problems and work with AI tools in a technical context.\n\n - Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and one more technical interview (System Design), leaving you with a fuller picture of what it's like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\n\n\nCOMPENSATION AND BENEFITS:\n\nThe expected base pay range for this position is $222,800 - 278,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"0b417359-508a-4a09-8794-51962773108c","title":"Staff Fullstack Software Engineer (Provider)","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"Remote","address":{"postalAddress":{"addressCountry":"United States"}}}],"publishedAt":"2025-07-11T21:45:02.250+00:00","isListed":true,"isRemote":null,"workplaceType":null,"address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/0b417359-508a-4a09-8794-51962773108c","applyUrl":"https://jobs.ashbyhq.com/headway/0b417359-508a-4a09-8794-51962773108c/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Fullstack at Headway means end-to-end ownership. You're building reliable abstraction layers over a fragmented healthcare system and translating them into seamless, empathetic user experiences. What you could work on:
Therapist Practice Management: Build a best-in-class platform for Headway therapists to run their businesses. You'll own features from the database schema to the UI, creating intuitive web experiences for scheduling, AI-assisted clinical documentation, and payment management.
Patient & Provider Engagement: Deepen the relationship between patients and their care. Build the interfaces and APIs that power seamless communication, personalized experiences, and tools that keep patients connected to their providers — and providers focused on what matters most.
The Modern AI-Enabled Clinical System: Help design and build the systems that manage clinical data. Create high-integrity experiences for treatment plans and progress notes, integrating AI-powered clinical intelligence to give providers their time back.
Frictionless Onboarding: Turn the historically painful process of insurance credentialing into a sleek, consumer-grade experience. Build products and tooling to get providers in-network and scaling their practice in record time.
Growing the Network: Own the tools and experiences that expand Headway's reach — from acquiring new providers to empowering existing ones to bring their patients onto the platform. Build the infrastructure that fuels sustainable, high-quality growth.
Technical foundations: Help the teams see around corners and lay the technical foundations for the future of our product. Build systems, tools, and processes that enable the team to ship innovative products quickly, safely, and reliably.
Strategic leadership: As a Staff Engineer, you will work with a cross functional leadership team to shape the roadmap and technical strategy for the space.
Languages: TypeScript, Python 3
Frontend: React, Remix, Next.js
Backend & Storage: FastAPI, SQLAlchemy, Postgres, Redis, Snowflake
Infrastructure: AWS, Temporal, Kafka
Ops: Datadog, Sentry, PagerDuty
AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)
End-to-End Product Builder: You care just as much about the API architecture as you do the user experience. You seamlessly context-switch between backend logic and frontend state management.
Owns Outcomes, Not Tasks: You've been handed ambiguous problems and turned them into shipped software. You know how to define the solution, pull in the right people across teams, and keep things moving when priorities shift.
Sets the Technical Standard: You make technical decisions that optimize for maintainability and scale, not just shipping speed. You proactively improve your team's engineering velocity - whether that's refining tooling, improving automation, or establishing patterns that prevent entire categories of bugs.
Mentor by Default: You pull engineers into design discussions without being asked. Your code reviews teach, not just gatekeep. You make sure knowledge gets shared across the team, not siloed in one person's head.
Ships Fast, Iterates Faster: You can move from problem statement to working solution quickly. You'd rather ship a good v1 this week than a perfect v1 next month. Real feedback from therapists and patients is worth more than another round of design review.
Quick Study in Complex Domains: Healthcare is a maze of payers, regulations, and exceptions. You don't need prior healthcare experience, but you need to be someone who dives into unfamiliar domains and builds a working mental model fast.
Motivated by Impact: You want your engineering skills applied to problems that matter. Mental healthcare access is broken in America, and you want to be part of fixing it.
Communicates with Precision: Whether it's a Slack thread, a design doc, or a cross-team meeting, you communicate clearly and concisely. You know that great engineering is wasted if you can't bring people along.
AI Frontier Tinkerer: You don't just use AI tools - you push their limits. You've experimented with applying LLMs to real workflows, whether that's code generation, operational automation, or developer tooling. You bring a builder's mindset: what can we automate, what should stay human, and how do we ship it responsibly in healthcare?
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background.
First round: You'll do a live coding interview with Karat, our technical interviewing partner. It's a great opportunity to showcase your problem-solving skills and learn more about what our engineering team is building.
Final rounds: You’ll meet several team members for technical and non-technical interviews and leave with a fuller picture of what it’s like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
Salary: $264,000 - $330,000 base salary plus a competitive equity package.
Comprehensive Benefits: Medical, dental, vision, HSA/FSA, 401(k), Carrot Fertility reimbursement, and 16-week parental leave.
The Mission: We reimburse your therapy and provide a professional development budget. We believe in what we’re building.
Time Off: 13 holidays, a full week off in December, and flexible PTO.
#LI-BM1
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nTHE WORK\n\nFullstack at Headway means end-to-end ownership. You're building reliable abstraction layers over a fragmented healthcare system and translating them into seamless, empathetic user experiences. What you could work on:\n\n - Therapist Practice Management: Build a best-in-class platform for Headway therapists to run their businesses. You'll own features from the database schema to the UI, creating intuitive web experiences for scheduling, AI-assisted clinical documentation, and payment management.\n\n - Patient & Provider Engagement: Deepen the relationship between patients and their care. Build the interfaces and APIs that power seamless communication, personalized experiences, and tools that keep patients connected to their providers — and providers focused on what matters most.\n\n - The Modern AI-Enabled Clinical System: Help design and build the systems that manage clinical data. Create high-integrity experiences for treatment plans and progress notes, integrating AI-powered clinical intelligence to give providers their time back.\n\n - Frictionless Onboarding: Turn the historically painful process of insurance credentialing into a sleek, consumer-grade experience. Build products and tooling to get providers in-network and scaling their practice in record time.\n\n - Growing the Network: Own the tools and experiences that expand Headway's reach — from acquiring new providers to empowering existing ones to bring their patients onto the platform. Build the infrastructure that fuels sustainable, high-quality growth.\n\n - Technical foundations: Help the teams see around corners and lay the technical foundations for the future of our product. Build systems, tools, and processes that enable the team to ship innovative products quickly, safely, and reliably.\n\n - Strategic leadership: As a Staff Engineer, you will work with a cross functional leadership team to shape the roadmap and technical strategy for the space.\n\n\nOUR STACK\n\n - Languages: TypeScript, Python 3\n\n - Frontend: React, Remix, Next.js\n\n - Backend & Storage: FastAPI, SQLAlchemy, Postgres, Redis, Snowflake\n\n - Infrastructure: AWS, Temporal, Kafka\n\n - Ops: Datadog, Sentry, PagerDuty\n\n - AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)\n\n\nWHO YOU ARE\n\n - End-to-End Product Builder: You care just as much about the API architecture as you do the user experience. You seamlessly context-switch between backend logic and frontend state management.\n\n - Owns Outcomes, Not Tasks: You've been handed ambiguous problems and turned them into shipped software. You know how to define the solution, pull in the right people across teams, and keep things moving when priorities shift.\n\n - Sets the Technical Standard: You make technical decisions that optimize for maintainability and scale, not just shipping speed. You proactively improve your team's engineering velocity - whether that's refining tooling, improving automation, or establishing patterns that prevent entire categories of bugs.\n\n - Mentor by Default: You pull engineers into design discussions without being asked. Your code reviews teach, not just gatekeep. You make sure knowledge gets shared across the team, not siloed in one person's head.\n\n - Ships Fast, Iterates Faster: You can move from problem statement to working solution quickly. You'd rather ship a good v1 this week than a perfect v1 next month. Real feedback from therapists and patients is worth more than another round of design review.\n\n - Quick Study in Complex Domains: Healthcare is a maze of payers, regulations, and exceptions. You don't need prior healthcare experience, but you need to be someone who dives into unfamiliar domains and builds a working mental model fast.\n\n - Motivated by Impact: You want your engineering skills applied to problems that matter. Mental healthcare access is broken in America, and you want to be part of fixing it.\n\n - Communicates with Precision: Whether it's a Slack thread, a design doc, or a cross-team meeting, you communicate clearly and concisely. You know that great engineering is wasted if you can't bring people along.\n\n - AI Frontier Tinkerer: You don't just use AI tools - you push their limits. You've experimented with applying LLMs to real workflows, whether that's code generation, operational automation, or developer tooling. You bring a builder's mindset: what can we automate, what should stay human, and how do we ship it responsibly in healthcare?\n\n\nOUR INTERVIEW PROCESS\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background. \n\n - First round: You'll do a live coding interview with Karat, our technical interviewing partner. It's a great opportunity to showcase your problem-solving skills and learn more about what our engineering team is building.\n\n - Final rounds: You’ll meet several team members for technical and non-technical interviews and leave with a fuller picture of what it’s like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\nCOMPENSATION & BENEFITS\n\n - Salary: $264,000 - $330,000 base salary plus a competitive equity package.\n\n - Comprehensive Benefits: Medical, dental, vision, HSA/FSA, 401(k), Carrot Fertility reimbursement, and 16-week parental leave.\n\n - The Mission: We reimburse your therapy and provide a professional development budget. We believe in what we’re building.\n\n - Time Off: 13 holidays, a full week off in December, and flexible PTO.\n\n#LI-BM1\n\n \n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"f7794bf8-8f23-41e2-b044-b38bedb0a97a","title":"Account Executive","department":"All Cost Centers","team":"Revenue - Provider Sales","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2025-10-30T22:27:12.254+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/f7794bf8-8f23-41e2-b044-b38bedb0a97a","applyUrl":"https://jobs.ashbyhq.com/headway/f7794bf8-8f23-41e2-b044-b38bedb0a97a/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As a Provider Growth Associate (Account Executive), you’ll have an instrumental impact as we expand Headway across the country. You’ll be directly responsible for scaling our community of therapists and psychiatrists in order to increase access to quality care for those who need it.
As a sales expert in a rapidly scaling environment, you’ll be on the front line of expanding our therapist networks through a full-cycle sales motion. As the first point of contact for prospective providers, you’ll work cross-functionally to translate the insights you glean from your sales process into products and processes that help us execute on our mission.
You'd love this role if:
You have 1-3 years experience in consultative sales or consumer sales (bonus points if you’ve done this in a startup environment, or sold to small businesses before)
You know how to connect with people whether in person, over the phone, or over email
You have a deep work ethic and the desire to continuously improve
You like to be challenged and push yourself to get better every day and in every pitch
You have thick skin, and are comfortable thinking on your feet, trying new approaches, and bouncing back when things don’t go your way
You take a scientific approach to growth, experimenting with a variety of tactics to discover how to generate leads and sell you have the analytical ability to identify which channels warrant more investment, and which we should avoid
You want to learn and grow. You view this role as an opportunity to learn from a bright and talented team and are excited to take on more responsibility at Headway over time
You believe in our mission
You want to work for Headway because you believe in the importance of affordable and accessible mental health care, for everyone
Compensation and Benefits:
Salary information is based on a single salary target per role and is differentiated based on geographic location.
Group A = $77,000 - New York City, San Francisco/Bay Area, Los Angeles / Orange County Area, San Diego, Seattle, Boston, Austin
Group B = $69,300 - Chicago, Denver, Washington DC, Philadelphia, Pittsburgh, Atlanta, Nashville, Phoenix, and Portland
Other compensation includes commission. Commission payments are monthly.
Benefits offered include:
Equity Compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAs a Provider Growth Associate (Account Executive), you’ll have an instrumental impact as we expand Headway across the country. You’ll be directly responsible for scaling our community of therapists and psychiatrists in order to increase access to quality care for those who need it. \n\nAs a sales expert in a rapidly scaling environment, you’ll be on the front line of expanding our therapist networks through a full-cycle sales motion. As the first point of contact for prospective providers, you’ll work cross-functionally to translate the insights you glean from your sales process into products and processes that help us execute on our mission.\n\nYou'd love this role if: \n\n - You have 1-3 years experience in consultative sales or consumer sales (bonus points if you’ve done this in a startup environment, or sold to small businesses before)\n\n - You know how to connect with people whether in person, over the phone, or over email\n\n - You have a deep work ethic and the desire to continuously improve \n\n - You like to be challenged and push yourself to get better every day and in every pitch\n\n - You have thick skin, and are comfortable thinking on your feet, trying new approaches, and bouncing back when things don’t go your way \n\n - You take a scientific approach to growth, experimenting with a variety of tactics to discover how to generate leads and sell you have the analytical ability to identify which channels warrant more investment, and which we should avoid\n\n - You want to learn and grow. You view this role as an opportunity to learn from a bright and talented team and are excited to take on more responsibility at Headway over time\n\n - You believe in our mission\n\n - You want to work for Headway because you believe in the importance of affordable and accessible mental health care, for everyone\n\nCompensation and Benefits:\n\n - Salary information is based on a single salary target per role and is differentiated based on geographic location.\n \n - Group A = $77,000 - New York City, San Francisco/Bay Area, Los Angeles / Orange County Area, San Diego, Seattle, Boston, Austin\n \n - Group B = $69,300 - Chicago, Denver, Washington DC, Philadelphia, Pittsburgh, Atlanta, Nashville, Phoenix, and Portland\n\n - Other compensation includes commission. Commission payments are monthly.\n\n - Benefits offered include:\n \n - Equity Compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"02b9e7a0-b853-4226-8792-b7954f555dc0","title":"Staff Data Engineer","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2025-11-05T16:03:03.548+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/02b9e7a0-b853-4226-8792-b7954f555dc0","applyUrl":"https://jobs.ashbyhq.com/headway/02b9e7a0-b853-4226-8792-b7954f555dc0/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Headway is looking for a Staff Data Engineer to help us get closer to executing our mission: to create access to affordable, quality mental healthcare across the United States.
The Data Engineering Team is the foundational engine of our data-driven organization. We are a high-impact group of engineers focused on delivering reliable, high-quality data assets at enterprise scale. Our work is centered on transforming raw data into business-ready intelligence through robust ETL/ELT pipelines, advanced data modeling, and rigorous data quality frameworks. We operate with a strong engineering discipline, partnering closely with Data Scientists, Analysts, and core Software Engineering teams to ensure data is not just available, but completely trustworthy for every critical decision and product feature.
As a Staff Data Engineer, you will be a hands-on technical leader, architect, and mentor, responsible for defining the future state of our data infrastructure. This role focuses on setting architectural direction, establishing organization-wide data standards, and driving the design of highly scalable and optimized data models. You will lead complex, multi-functional initiatives, focusing on data quality governance and the maturity of our pipelines. You will be expected to influence our technology choices, mentor other engineers, and act as the primary technical interface between the Data Engineering team and senior stakeholders across the business.
9+ years of experience in data engineering, with a proven track record of architecting and shipping progressively more complex, large-scale data products.
Expert-level proficiency in our modern data stack, including Snowflake, dbt, Apache Airflow, and Python. You are capable of defining best practices and architectural patterns across these tools.
Deep mastery of advanced data modeling techniques and their application within production systems to achieve high performance.
Architectural Ownership: Proven ability to define the technical roadmap for the entire data platform, working horizontally to influence architectural decisions and technical debt management across multiple engineering teams.
Engineering Elevation: A strong track record of mentoring, coaching, and elevating the technical skills, code quality, and engineering maturity of other data engineers.
2+ years of Marketplace Experience: Prior experience in the marketplace or two-sided platform is a significant plus.
The expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT DATA ENGINEERING AT HEADWAY \n\nHeadway is looking for a Staff Data Engineer to help us get closer to executing our mission: to create access to affordable, quality mental healthcare across the United States. \n\nThe Data Engineering Team is the foundational engine of our data-driven organization. We are a high-impact group of engineers focused on delivering reliable, high-quality data assets at enterprise scale. Our work is centered on transforming raw data into business-ready intelligence through robust ETL/ELT pipelines, advanced data modeling, and rigorous data quality frameworks. We operate with a strong engineering discipline, partnering closely with Data Scientists, Analysts, and core Software Engineering teams to ensure data is not just available, but completely trustworthy for every critical decision and product feature.\n\n\nABOUT THIS ROLE\n\nAs a Staff Data Engineer, you will be a hands-on technical leader, architect, and mentor, responsible for defining the future state of our data infrastructure. This role focuses on setting architectural direction, establishing organization-wide data standards, and driving the design of highly scalable and optimized data models. You will lead complex, multi-functional initiatives, focusing on data quality governance and the maturity of our pipelines. You will be expected to influence our technology choices, mentor other engineers, and act as the primary technical interface between the Data Engineering team and senior stakeholders across the business.\n\n\n\nYOU WILL LOVE THIS ROLE IF YOU HAVE: \n\n - 9+ years of experience in data engineering, with a proven track record of architecting and shipping progressively more complex, large-scale data products.\n\n - Expert-level proficiency in our modern data stack, including Snowflake, dbt, Apache Airflow, and Python. You are capable of defining best practices and architectural patterns across these tools.\n\n - Deep mastery of advanced data modeling techniques and their application within production systems to achieve high performance.\n\n - Architectural Ownership: Proven ability to define the technical roadmap for the entire data platform, working horizontally to influence architectural decisions and technical debt management across multiple engineering teams.\n\n - Engineering Elevation: A strong track record of mentoring, coaching, and elevating the technical skills, code quality, and engineering maturity of other data engineers.\n\n - 2+ years of Marketplace Experience: Prior experience in the marketplace or two-sided platform is a significant plus.\n\n\nCOMPENSATION & BENEFITS:\n\nThe expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"be0643aa-8571-47c1-a3aa-0fac81105c58","title":"Head of Patient Growth Marketing","department":"All Cost Centers","team":"Patient Growth Marketing","employmentType":"FullTime","location":"Remote - New York","secondaryLocations":[],"publishedAt":"2025-11-19T16:54:41.221+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/be0643aa-8571-47c1-a3aa-0fac81105c58","applyUrl":"https://jobs.ashbyhq.com/headway/be0643aa-8571-47c1-a3aa-0fac81105c58/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
This role exists to build a growth engine that compounds. You will be responsible for scaling Headway-sourced patients. This begins with high confidence in incrementally, while building the people, tooling, and creative systems that will ultimately make results repeatable.
Reporting directly to the GM of Patient, you will be the first senior growth marketing hire in Headway’s history on the patient side. You will own the full patient growth marketing remit across paid, lifecycle, and organic channels; stand up foundational martech and measurement systems; deploy creative systems that increase testing velocity; and partner across the marketplace to drive outcomes without channel cannibalization.
You’ll work closely with key partners across Engineering, Creative, Data Science/Analytics, Finance, Business Ops, and Provider Marketing, while helping define the long-term strategy for patient growth and broader marketplace dynamics.
Patient growth marketing: Own paid acquisition (Search, Social, OLV/OTT, Programmatic/Display), Lifecycle (email/SMS/push), and Organic (SEO, content distribution, Reddit/IG/TikTok/YouTube).
Martech & measurement: Lead channel plumbing, experimentation frameworks, attribution, incrementality, MMM, and reporting — co-owning approach with Eng and Data but owning the outcomes.
Creative systems for growth: Drive briefing, testing velocity, and learning loops across message × audience × asset × surface.
Cross-marketplace levers: Align patient and provider growth to prevent channel overlap and unlock network effects.
Team building: Hire, lead, and develop a high-bar, technical, and creative team across paid, lifecycle, and organic.
Partner cross-functionally: Work with Product/Eng to build surfaces that drive conversion and quality, not just spend.
Have deep expertise in growth marketing with explicit experience in Google, Meta, and OTT/OLV channels.
Have led lifecycle marketing teams and understand how best to deploy email, SMS, and push channels.
Bring strong martech and attribution experience, including build vs. buy decisions and measurement frameworks (attribution, incrementality, MMM).
Have partnered closely with Engineering and Product, operating as one team with shared outcomes.
Have experience deploying AI-forward marketing strategies and maintain personal interest in AI-native marketing stacks.
Communicate clearly and simply, translating complex performance marketing topics for non-experts, executives, and boards.
Can build strategies grounded in business outcomes and understand tradeoffs across product, engineering, and operations.
Have hired and led growth marketing teams of 20+ and built 0→1 systems at scale.
Work effectively with diverse cross-functional partners across analytics, finance, sales, creative, product, and engineering.
The expected base pay range for this position is $251,200 - $314,000 based on a variety of factors including qualifications, experience, and geographic location.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-home stipend
Therapy reimbursement
16-week parental leave for eligible employees
Carrot Fertility reimbursement and membership
13 paid holidays + company holiday break
Flexible PTO
EAP
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience.
Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE\n\nThis role exists to build a growth engine that compounds. You will be responsible for scaling Headway-sourced patients. This begins with high confidence in incrementally, while building the people, tooling, and creative systems that will ultimately make results repeatable.\n\nReporting directly to the GM of Patient, you will be the first senior growth marketing hire in Headway’s history on the patient side. You will own the full patient growth marketing remit across paid, lifecycle, and organic channels; stand up foundational martech and measurement systems; deploy creative systems that increase testing velocity; and partner across the marketplace to drive outcomes without channel cannibalization.\n\nYou’ll work closely with key partners across Engineering, Creative, Data Science/Analytics, Finance, Business Ops, and Provider Marketing, while helping define the long-term strategy for patient growth and broader marketplace dynamics.\n\n\nWHAT YOU’LL DO...\n\n - Patient growth marketing: Own paid acquisition (Search, Social, OLV/OTT, Programmatic/Display), Lifecycle (email/SMS/push), and Organic (SEO, content distribution, Reddit/IG/TikTok/YouTube).\n\n - Martech & measurement: Lead channel plumbing, experimentation frameworks, attribution, incrementality, MMM, and reporting — co-owning approach with Eng and Data but owning the outcomes.\n\n - Creative systems for growth: Drive briefing, testing velocity, and learning loops across message × audience × asset × surface.\n\n - Cross-marketplace levers: Align patient and provider growth to prevent channel overlap and unlock network effects.\n\n - Team building: Hire, lead, and develop a high-bar, technical, and creative team across paid, lifecycle, and organic.\n\n - Partner cross-functionally: Work with Product/Eng to build surfaces that drive conversion and quality, not just spend.\n\n\nYOU’LL BE A GREAT FIT IF YOU…\n\n - Have deep expertise in growth marketing with explicit experience in Google, Meta, and OTT/OLV channels.\n\n - Have led lifecycle marketing teams and understand how best to deploy email, SMS, and push channels.\n\n - Bring strong martech and attribution experience, including build vs. buy decisions and measurement frameworks (attribution, incrementality, MMM).\n\n - Have partnered closely with Engineering and Product, operating as one team with shared outcomes.\n\n - Have experience deploying AI-forward marketing strategies and maintain personal interest in AI-native marketing stacks.\n\n - Communicate clearly and simply, translating complex performance marketing topics for non-experts, executives, and boards.\n\n - Can build strategies grounded in business outcomes and understand tradeoffs across product, engineering, and operations.\n\n - Have hired and led growth marketing teams of 20+ and built 0→1 systems at scale.\n\n - Work effectively with diverse cross-functional partners across analytics, finance, sales, creative, product, and engineering.\n\n\nCOMPENSATION AND BENEFITS\n\nThe expected base pay range for this position is $251,200 - $314,000 based on a variety of factors including qualifications, experience, and geographic location.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\nBenefits offered include:\n\n - Equity compensation\n\n - Medical, Dental, and Vision coverage\n\n - HSA / FSA\n\n - 401K\n\n - Work-from-home stipend\n\n - Therapy reimbursement\n\n - 16-week parental leave for eligible employees\n\n - Carrot Fertility reimbursement and membership\n\n - 13 paid holidays + company holiday break\n\n - Flexible PTO\n\n - EAP\n\n - Training and professional development\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience.\n\nHeadway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"0cc05401-8389-4e11-b501-1c6326d4c477","title":"Engineering Manager (Growth)","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York City","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2025-12-15T14:53:33.295+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/0cc05401-8389-4e11-b501-1c6326d4c477","applyUrl":"https://jobs.ashbyhq.com/headway/0cc05401-8389-4e11-b501-1c6326d4c477/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About Engineering at Headway
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).
Principles that guide us:
Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapist to better solve the problems they're facing.
Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration
Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.
Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.
Tools we use:
Languages: Python 3, TypeScript
Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js
Datastores: Postgres, Redis
Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafka
Monitoring: Datadog, PagerDuty, Sentry
Version Control: Github
Vulnerability Management: Snyk, Semgrep
Cloud Security: Lacework
AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)
About this role
This role sits at the intersection of growth, product development, and marketing. You'll have the freedom to innovate and experiment while collaborating with a diverse group of cross-functional partners from across the company. This is an opportunity to tackle complex, rewarding problems in a highly collaborative, supportive environment that values technical excellence and operational rigor. You'll build systems that help patients discover and access mental health care, directly improving lives and transforming the healthcare landscape. Your work in this role will shape how thousands of patients connect with care, making a lasting impact on Headway's mission to reimagine mental healthcare access for all.
As an engineering leader at Headway, you will be responsible for leading and growing the team behind these core growth initiatives through people development, strategic planning, and hands-on technical support. You'll play a leading role in defining what and how these systems are built, setting up how the team operates, and ultimately driving best-in-class experiences that convert interest into action.
This is a critical leadership role for Headway and our mission to make mental healthcare more accessible.
Provider Growth Pod
Supporting providers isn't just about connecting them with patients — it starts much earlier, with helping them discover Headway and understand the value we provide. Our providers are at the heart of Headway's mission — and enabling more of them to join our platform is critical to expanding access to care. This role is focused on building the tools, systems, and experiences that help providers learn about Headway, express interest, and begin their journey. From our referral engine and AI-assisted marketing experiences to intelligent lead capture, scoring, and routing infrastructure, you'll be responsible for the end-to-end technical foundation that drives provider acquisition. That includes building systems where AI helps personalize how providers discover and evaluate Headway — not just pushing traffic, but converting the right providers at the right moment. By helping more providers discover, trust, and join Headway, you'll directly impact both provider supply and patient access.
Who you are
We're looking for experienced engineering team leaders and people managers who are product-minded, data-informed, and energized by growth. As an Engineering Manager at Headway, you will work closely with Engineering Leadership, Product, Marketing, Design, Data, and RevOps to shape the future of our growth strategy. This is an exciting opportunity for a passionate, mission-aligned engineering leader to make an immediate impact at a high-growth company.
Responsibilities:
Lead and manage an engineering team focused on growth
Partner closely with cross-functional stakeholders to build systems that enable rapid experimentation and long-term scale
Partner closely with Product, Design, Marketing, Data to rapidly iterate through A/B testing
Collaborate with activation and onboarding teams to ensure a seamless end-to-end user experience from first touch to first appointment
Drive alignment across your team on process, prioritization, and product outcomes
Develop and grow your team through weekly 1-1s, mentorship, and feedback
Work with and help develop aspiring engineering leaders within the engineering team
Contribute to the broader company strategy and product roadmap
Help build out our engineering team as our headcount grows from 120 to 175+ through the remainder of the year
Leads Teams into the AI Era: You don't just tolerate AI tools — you actively shape how your team uses them. You've thought carefully about where AI accelerates engineering work and where it doesn't, and you help your engineers develop genuine fluency rather than surface-level familiarity. Whether it's AI-assisted code review, LLM-powered features, or rethinking which workflows to automate, you bring a builder's mindset: what should we automate, what should stay human, and how do we ship it responsibly in a healthcare context?
We expect our engineering managers to remain active technical contributors — pairing with engineers, driving key design decisions, and personally owning select deliverables. You'll lead through doing, not just directing.
Below are additional experiences we think help engineering managers succeed at Headway:
You have 3+ years of experience as an Engineering Manager at a high-growth startup or scale-up, building and leading high performing teams that have effectively delivered business outcomes through technical investments
You have 5+ years of experience as a Software Engineer
You're energized by experimentation and growth — and can balance short-term learning with long-term scale
You have a strong product mindset and have built strong cross-functional relationships that drive optimal user experiences and build trust with users
You have a strong technical foundation that allows you to ensure your team is making appropriate technical decisions
You are flexible and adaptable; you understand that the best growth teams must learn and iterate quickly, and that growth roadmaps are dynamic as a result
Nice to have: Prior experience with SEO and paid advertising
Nice to have: Prior experience with Python and React and working with AWS infrastructure
Nice to have: Experience in health tech, building user-facing products
Nice to have: Experience applying AI/ML to growth contexts — personalization, intelligent routing, LLM-powered content, or experimentation at scale
BS, MS in Computer Science or related field
Our interview process
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.
First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experience. You'll also complete an AI Coding round — a collaborative session where we're less focused on syntax and more on how you think through problems and work with AI tools in a technical context.
Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and one more technical interview (System Design), leaving you with a fuller picture of what it's like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
The expected base pay range for this position is $222,800 - 278,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout Engineering at Headway\n\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).\n\nPrinciples that guide us:\n\n - Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapist to better solve the problems they're facing.\n\n - Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration\n\n - Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.\n\n - Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.\n\nTools we use:\n\n - Languages: Python 3, TypeScript\n\n - Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js\n\n - Datastores: Postgres, Redis\n\n - Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafka\n\n - Monitoring: Datadog, PagerDuty, Sentry\n\n - Version Control: Github\n\n - Vulnerability Management: Snyk, Semgrep\n\n - Cloud Security: Lacework\n\n - AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)\n\nAbout this role\n\nThis role sits at the intersection of growth, product development, and marketing. You'll have the freedom to innovate and experiment while collaborating with a diverse group of cross-functional partners from across the company. This is an opportunity to tackle complex, rewarding problems in a highly collaborative, supportive environment that values technical excellence and operational rigor. You'll build systems that help patients discover and access mental health care, directly improving lives and transforming the healthcare landscape. Your work in this role will shape how thousands of patients connect with care, making a lasting impact on Headway's mission to reimagine mental healthcare access for all.\n\nAs an engineering leader at Headway, you will be responsible for leading and growing the team behind these core growth initiatives through people development, strategic planning, and hands-on technical support. You'll play a leading role in defining what and how these systems are built, setting up how the team operates, and ultimately driving best-in-class experiences that convert interest into action.\n\nThis is a critical leadership role for Headway and our mission to make mental healthcare more accessible.\n\nProvider Growth Pod\n\nSupporting providers isn't just about connecting them with patients — it starts much earlier, with helping them discover Headway and understand the value we provide. Our providers are at the heart of Headway's mission — and enabling more of them to join our platform is critical to expanding access to care. This role is focused on building the tools, systems, and experiences that help providers learn about Headway, express interest, and begin their journey. From our referral engine and AI-assisted marketing experiences to intelligent lead capture, scoring, and routing infrastructure, you'll be responsible for the end-to-end technical foundation that drives provider acquisition. That includes building systems where AI helps personalize how providers discover and evaluate Headway — not just pushing traffic, but converting the right providers at the right moment. By helping more providers discover, trust, and join Headway, you'll directly impact both provider supply and patient access.\n\nWho you are\n\nWe're looking for experienced engineering team leaders and people managers who are product-minded, data-informed, and energized by growth. As an Engineering Manager at Headway, you will work closely with Engineering Leadership, Product, Marketing, Design, Data, and RevOps to shape the future of our growth strategy. This is an exciting opportunity for a passionate, mission-aligned engineering leader to make an immediate impact at a high-growth company.\n\nResponsibilities:\n\n - Lead and manage an engineering team focused on growth\n\n - Partner closely with cross-functional stakeholders to build systems that enable rapid experimentation and long-term scale\n\n - Partner closely with Product, Design, Marketing, Data to rapidly iterate through A/B testing\n\n - Collaborate with activation and onboarding teams to ensure a seamless end-to-end user experience from first touch to first appointment\n\n - Drive alignment across your team on process, prioritization, and product outcomes\n\n - Develop and grow your team through weekly 1-1s, mentorship, and feedback\n\n - Work with and help develop aspiring engineering leaders within the engineering team\n\n - Contribute to the broader company strategy and product roadmap\n\n - Help build out our engineering team as our headcount grows from 120 to 175+ through the remainder of the year\n\n - Leads Teams into the AI Era: You don't just tolerate AI tools — you actively shape how your team uses them. You've thought carefully about where AI accelerates engineering work and where it doesn't, and you help your engineers develop genuine fluency rather than surface-level familiarity. Whether it's AI-assisted code review, LLM-powered features, or rethinking which workflows to automate, you bring a builder's mindset: what should we automate, what should stay human, and how do we ship it responsibly in a healthcare context?\n\n - We expect our engineering managers to remain active technical contributors — pairing with engineers, driving key design decisions, and personally owning select deliverables. You'll lead through doing, not just directing.\n\nBelow are additional experiences we think help engineering managers succeed at Headway:\n\n - You have 3+ years of experience as an Engineering Manager at a high-growth startup or scale-up, building and leading high performing teams that have effectively delivered business outcomes through technical investments\n\n - You have 5+ years of experience as a Software Engineer\n\n - You're energized by experimentation and growth — and can balance short-term learning with long-term scale\n\n - You have a strong product mindset and have built strong cross-functional relationships that drive optimal user experiences and build trust with users\n\n - You have a strong technical foundation that allows you to ensure your team is making appropriate technical decisions\n\n - You are flexible and adaptable; you understand that the best growth teams must learn and iterate quickly, and that growth roadmaps are dynamic as a result\n\n - Nice to have: Prior experience with SEO and paid advertising\n\n - Nice to have: Prior experience with Python and React and working with AWS infrastructure\n\n - Nice to have: Experience in health tech, building user-facing products\n\n - Nice to have: Experience applying AI/ML to growth contexts — personalization, intelligent routing, LLM-powered content, or experimentation at scale\n\n - BS, MS in Computer Science or related field\n\n\n\nOur interview process\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.\n\n - First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experience. You'll also complete an AI Coding round — a collaborative session where we're less focused on syntax and more on how you think through problems and work with AI tools in a technical context.\n\n - Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and one more technical interview (System Design), leaving you with a fuller picture of what it's like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\n\n\nCOMPENSATION AND BENEFITS:\n\nThe expected base pay range for this position is $222,800 - 278,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"e95da85a-a6c5-4532-8326-723ddb40d658","title":"Staff Software Engineer (Payer)","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"Remote","address":{"postalAddress":{"addressCountry":"United States"}}}],"publishedAt":"2026-06-09T00:18:14.806+00:00","isListed":true,"isRemote":null,"workplaceType":null,"address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/e95da85a-a6c5-4532-8326-723ddb40d658","applyUrl":"https://jobs.ashbyhq.com/headway/e95da85a-a6c5-4532-8326-723ddb40d658/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Payers & Outcomes at Headway sits at the intersection of ML, clinical quality, and trust. You’re building the intelligent systems that protect the integrity of our network — spotting risk, surfacing quality signals, and giving providers real-time feedback so they can deliver great care. What you could work on:
Clinical Feedback: Architect the LLM-powered systems that review clinical documentation at scale and deliver helpful, real-time feedback to providers. Turn a traditionally painful audit process into a coaching experience — and scale it across the entire network.
Detecting Risk in Healthcare Claims: Design the ML/LLM systems that spot patterns of inappropriate billing, over-utilization, and low-quality care across millions of appointments and claims. Translate those signals into clear feedback for providers and transparent reporting for our insurance partners.
Measuring & Elevating Clinical Quality: Help build the systems that systematically review every prescriber in our network against clinical quality standards — so we can measure, improve, and defend the quality of care Headway delivers. The stakes are real: our most recent launch reviews clinical notes and nudges providers to put a safety plan in place when a patient shows signs of suicidal risk — a system projected to save roughly 1,000 lives a year.
Patient Needs & Provider Fit: Crack the “one size fits all” problem. Build ML systems that understand how complex a patient’s needs are and match them to providers best suited to help — so every patient gets the right care and every provider operates at their best.
Trustworthy AI in Healthcare: Champion how Headway evaluates and iterates on AI systems. Build the evaluation frameworks, optimization loops, and observability that keep LLM-powered features reliable and safe in a regulated environment.
Technical Foundations & Mentorship: Set the technical bar for the Payers & Outcomes group — ~12 engineers today, growing to 30–50 by end of year. Lay the architectural foundations other teams will build on, and raise the whole group’s engineering craft as it scales.
Languages: TypeScript, Python 3
Frontend: React, Remix, Next.js
Backend & Storage: FastAPI, SQLAlchemy, Postgres, Redis, Snowflake
Infrastructure: AWS, Temporal, Kafka
Ops: Datadog, Sentry, PagerDuty
AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)
End-to-End Product Builder: You care just as much about the API architecture as you do the user experience. You seamlessly context-switch between backend logic and frontend state management.
Owns Outcomes, Not Tasks: You've been handed ambiguous problems and turned them into shipped software. You know how to define the solution, pull in the right people across teams, and keep things moving when priorities shift.
Sets the Technical Standard: You make technical decisions that optimize for maintainability and scale, not just shipping speed. You proactively improve your team's engineering velocity - whether that's refining tooling, improving automation, or establishing patterns that prevent entire categories of bugs.
Mentor by Default: You pull engineers into design discussions without being asked. Your code reviews teach, not just gatekeep. You make sure knowledge gets shared across the team, not siloed in one person's head.
Ships Fast, Iterates Faster: You can move from problem statement to working solution quickly. You'd rather ship a good v1 this week than a perfect v1 next month. Real feedback from therapists and patients is worth more than another round of design review.
Quick Study in Complex Domains: Healthcare is a maze of payers, regulations, and exceptions. You don't need prior healthcare experience, but you need to be someone who dives into unfamiliar domains and builds a working mental model fast.
Motivated by Impact: You want your engineering skills applied to problems that matter. Mental healthcare access is broken in America, and you want to be part of fixing it.
Communicates with Precision: Whether it's a Slack thread, a design doc, or a cross-team meeting, you communicate clearly and concisely. You know that great engineering is wasted if you can't bring people along.
AI Frontier Tinkerer: You don't just use AI tools - you push their limits. You've experimented with applying LLMs to real workflows, whether that's code generation, operational automation, or developer tooling. You bring a builder's mindset: what can we automate, what should stay human, and how do we ship it responsibly in healthcare?
Location: We are hiring our Staff Engineering roles out of our 3 hubs - NYC, SF, and Seattle. There is no onsite requirement, but engineers should be located in these regions. There are offices in these 3 cities for anyone interested in in-office time.
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background.
First round: You'll do a live coding interview with Karat, our technical interviewing partner. It's a great opportunity to showcase your problem-solving skills and learn more about what our engineering team is building.
Final rounds: You’ll meet several team members for technical and non-technical interviews and leave with a fuller picture of what it’s like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
Salary: $264,000 - $330,000 base salary plus a competitive equity package.
Comprehensive Benefits: Medical, dental, vision, HSA/FSA, 401(k), Carrot Fertility reimbursement, and 16-week parental leave.
The Mission: We reimburse your therapy and provide a professional development budget. We believe in what we’re building.
Time Off: 13 holidays, a full week off in December, and flexible PTO.
#LI-BM1
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nTHE WORK\n\nPayers & Outcomes at Headway sits at the intersection of ML, clinical quality, and trust. You’re building the intelligent systems that protect the integrity of our network — spotting risk, surfacing quality signals, and giving providers real-time feedback so they can deliver great care. What you could work on:\n\n - Clinical Feedback: Architect the LLM-powered systems that review clinical documentation at scale and deliver helpful, real-time feedback to providers. Turn a traditionally painful audit process into a coaching experience — and scale it across the entire network.\n\n - Detecting Risk in Healthcare Claims: Design the ML/LLM systems that spot patterns of inappropriate billing, over-utilization, and low-quality care across millions of appointments and claims. Translate those signals into clear feedback for providers and transparent reporting for our insurance partners.\n\n - Measuring & Elevating Clinical Quality: Help build the systems that systematically review every prescriber in our network against clinical quality standards — so we can measure, improve, and defend the quality of care Headway delivers. The stakes are real: our most recent launch reviews clinical notes and nudges providers to put a safety plan in place when a patient shows signs of suicidal risk — a system projected to save roughly 1,000 lives a year.\n\n - Patient Needs & Provider Fit: Crack the “one size fits all” problem. Build ML systems that understand how complex a patient’s needs are and match them to providers best suited to help — so every patient gets the right care and every provider operates at their best.\n\n - Trustworthy AI in Healthcare: Champion how Headway evaluates and iterates on AI systems. Build the evaluation frameworks, optimization loops, and observability that keep LLM-powered features reliable and safe in a regulated environment.\n\n - Technical Foundations & Mentorship: Set the technical bar for the Payers & Outcomes group — ~12 engineers today, growing to 30–50 by end of year. Lay the architectural foundations other teams will build on, and raise the whole group’s engineering craft as it scales.\n\n\nOUR STACK\n\n - Languages: TypeScript, Python 3\n\n - Frontend: React, Remix, Next.js\n\n - Backend & Storage: FastAPI, SQLAlchemy, Postgres, Redis, Snowflake\n\n - Infrastructure: AWS, Temporal, Kafka\n\n - Ops: Datadog, Sentry, PagerDuty\n\n - AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)\n\n\nWHO YOU ARE\n\n - End-to-End Product Builder: You care just as much about the API architecture as you do the user experience. You seamlessly context-switch between backend logic and frontend state management.\n\n - Owns Outcomes, Not Tasks: You've been handed ambiguous problems and turned them into shipped software. You know how to define the solution, pull in the right people across teams, and keep things moving when priorities shift.\n\n - Sets the Technical Standard: You make technical decisions that optimize for maintainability and scale, not just shipping speed. You proactively improve your team's engineering velocity - whether that's refining tooling, improving automation, or establishing patterns that prevent entire categories of bugs.\n\n - Mentor by Default: You pull engineers into design discussions without being asked. Your code reviews teach, not just gatekeep. You make sure knowledge gets shared across the team, not siloed in one person's head.\n\n - Ships Fast, Iterates Faster: You can move from problem statement to working solution quickly. You'd rather ship a good v1 this week than a perfect v1 next month. Real feedback from therapists and patients is worth more than another round of design review.\n\n - Quick Study in Complex Domains: Healthcare is a maze of payers, regulations, and exceptions. You don't need prior healthcare experience, but you need to be someone who dives into unfamiliar domains and builds a working mental model fast.\n\n - Motivated by Impact: You want your engineering skills applied to problems that matter. Mental healthcare access is broken in America, and you want to be part of fixing it.\n\n - Communicates with Precision: Whether it's a Slack thread, a design doc, or a cross-team meeting, you communicate clearly and concisely. You know that great engineering is wasted if you can't bring people along.\n\n - AI Frontier Tinkerer: You don't just use AI tools - you push their limits. You've experimented with applying LLMs to real workflows, whether that's code generation, operational automation, or developer tooling. You bring a builder's mindset: what can we automate, what should stay human, and how do we ship it responsibly in healthcare?\n\nLocation: We are hiring our Staff Engineering roles out of our 3 hubs - NYC, SF, and Seattle. There is no onsite requirement, but engineers should be located in these regions. There are offices in these 3 cities for anyone interested in in-office time. \n\n\n\n\nOUR INTERVIEW PROCESS\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background. \n\n - First round: You'll do a live coding interview with Karat, our technical interviewing partner. It's a great opportunity to showcase your problem-solving skills and learn more about what our engineering team is building.\n\n - Final rounds: You’ll meet several team members for technical and non-technical interviews and leave with a fuller picture of what it’s like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\nCOMPENSATION & BENEFITS\n\n - Salary: $264,000 - $330,000 base salary plus a competitive equity package.\n\n - Comprehensive Benefits: Medical, dental, vision, HSA/FSA, 401(k), Carrot Fertility reimbursement, and 16-week parental leave.\n\n - The Mission: We reimburse your therapy and provide a professional development budget. We believe in what we’re building.\n\n - Time Off: 13 holidays, a full week off in December, and flexible PTO.\n\n#LI-BM1\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"3e71f549-4318-48ff-9be6-57ffc5f3aece","title":"Senior Product Designer, Design Systems","department":"All Cost Centers","team":"Product Design","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-09-14T19:15:39.019+00:00","isListed":true,"isRemote":null,"workplaceType":null,"address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/3e71f549-4318-48ff-9be6-57ffc5f3aece","applyUrl":"https://jobs.ashbyhq.com/headway/3e71f549-4318-48ff-9be6-57ffc5f3aece/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Our design system Helix enables two sides of our product: our consumer marketplace helping patients find therapists, and our EHR that helps therapists run their day to day practice. It supports a broad range of use cases from engaging brand moments, consumer apps, and a SAAS product. We have a large product organization that is eager to leverage Helix, and they're looking for a strong design system partner to help raise the level of craft across the whole experience.
Our design team works AI-first. Designers use Claude Code and Claude Design to prototype and stay involved through launch and iteration. We want to build a design system that empowers teams to use Helix with AI tooling, and think differently about how we build a system to support AI first workflows.
We're currently rebuilding Helix from the ground up this year across all our tokens, components, and documentation. This is an exciting moment to shape the new direction for how Helix evolves.
You'll be the second designer on Design Systems, partnering closely with our design systems lead. You’re someone who holds a high bar on design craft and has the technical depth to back it up. You lead with design: visual craft, systems thinking, and a point of view on quality. You also understand how the system gets built, from the way tokens are structured to how a component API holds up once every product team is building on it. You feel at home in React and Tailwind, and you're comfortable building the simpler components yourself.
Component design: Design flexible, scalable components and hold the bar on typography, spacing, color, states, and density. Ship specs an engineer can build from without a follow-up meeting, and Figma library components with variants and properties wired up.
Tokens and theming: Shape the semantic token architecture and the theming spec that maps it across surfaces with very different needs, from a consumer marketplace to a dense internal ops tool.
Documentation: Write documentation a designer, an engineer, and a coding agent can each act on.
Partnership with product teams: Work with product designers and engineers on their design system needs, advocate for the right ways to use Helix, and write the migration plans teams follow when a component changes shape.
Accessibility: Champion accessibility and hold Helix to that bar.
5+ years designing digital products, including at least two on a design system used by multiple teams.
You lead on visual craft and advocate for it across the team. Typography, spacing, color, states, and density are the details you care about getting right.
You're energized by being the person who unblocks others, and you can tell the difference between a one-off request and a signal about a gap in the system.
You like making the system legible. Clear documentation and well-chosen patterns are how you scale your own work.
Compensation and Benefits:
The expected base pay range for this position is $180,000 - $225,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT DESIGN SYSTEMS AT HEADWAY\n\nOur design system Helix enables two sides of our product: our consumer marketplace helping patients find therapists, and our EHR that helps therapists run their day to day practice. It supports a broad range of use cases from engaging brand moments, consumer apps, and a SAAS product. We have a large product organization that is eager to leverage Helix, and they're looking for a strong design system partner to help raise the level of craft across the whole experience.\n\nOur design team works AI-first. Designers use Claude Code and Claude Design to prototype and stay involved through launch and iteration. We want to build a design system that empowers teams to use Helix with AI tooling, and think differently about how we build a system to support AI first workflows.\n\nWe're currently rebuilding Helix from the ground up this year across all our tokens, components, and documentation. This is an exciting moment to shape the new direction for how Helix evolves.\n\n\n\n\nABOUT THE ROLE\n\nYou'll be the second designer on Design Systems, partnering closely with our design systems lead. You’re someone who holds a high bar on design craft and has the technical depth to back it up. You lead with design: visual craft, systems thinking, and a point of view on quality. You also understand how the system gets built, from the way tokens are structured to how a component API holds up once every product team is building on it. You feel at home in React and Tailwind, and you're comfortable building the simpler components yourself.\n\n\n\n\nIN THIS ROLE, YOU WILL:\n\n - Component design: Design flexible, scalable components and hold the bar on typography, spacing, color, states, and density. Ship specs an engineer can build from without a follow-up meeting, and Figma library components with variants and properties wired up.\n\n - Tokens and theming: Shape the semantic token architecture and the theming spec that maps it across surfaces with very different needs, from a consumer marketplace to a dense internal ops tool.\n\n - Documentation: Write documentation a designer, an engineer, and a coding agent can each act on.\n\n - Partnership with product teams: Work with product designers and engineers on their design system needs, advocate for the right ways to use Helix, and write the migration plans teams follow when a component changes shape.\n\n - Accessibility: Champion accessibility and hold Helix to that bar.\n\n\nYOU'LL BE A GREAT FIT IF YOU:\n\n - 5+ years designing digital products, including at least two on a design system used by multiple teams.\n\n - You lead on visual craft and advocate for it across the team. Typography, spacing, color, states, and density are the details you care about getting right.\n\n - You're energized by being the person who unblocks others, and you can tell the difference between a one-off request and a signal about a gap in the system.\n\n - You like making the system legible. Clear documentation and well-chosen patterns are how you scale your own work.\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $180,000 - $225,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"f6ebbd61-5836-4321-b41d-7dc0ec58532a","title":"Staff Product Manager","department":"All Cost Centers","team":"Product Management","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York City","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-04-29T00:45:07.081+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/f6ebbd61-5836-4321-b41d-7dc0ec58532a","applyUrl":"https://jobs.ashbyhq.com/headway/f6ebbd61-5836-4321-b41d-7dc0ec58532a/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
We're looking for Staff PMs who are curious about what AI makes possible and eager to build in an environment where it's a core part of the toolkit — not a side project.
We are hiring across Patient, Provider, Payer, and Platform. The right candidates will bring strong product fundamentals and a willingness to build with AI in a regulated, high-stakes industry. Staff PMs at Headway own product areas end-to-end: setting strategy, partnering deeply with engineering, data science, and design, and driving outcomes that move the company.
AI is changing how we build at Headway, and the size of opportunity for Headway to leverage AI is massive. We sit at the intersection of healthcare delivery, complex insurance systems, and a multi-sided marketplace serving tens of thousands of providers and millions of patients. AI is increasingly part of how we solve these problems — and we want PMs who are energized by that, whether they're deep in AI already or strong product thinkers ready to learn.
Finding the right therapist, understanding your insurance benefits, and staying in care shouldn't be hard. Today it is. We're building AI-powered matching and personalized care navigation that help patients get into — and stay in — mental health care at scale. One million patients a month ask for a referral to a mental health provider. We're building the systems that ensure they actually get there.
Therapists spend a staggering amount of time on administrative tasks — credentialing, documentation, scheduling, billing — instead of with their patients. We're using AI to automate clinical workflows, simplify complex insurance requirements, and give providers more time to do what they came here to do. The goal: a thriving practice on Headway that practically runs itself.
Health insurers are asking harder questions: Is care on Headway actually working? Is it worth what we're paying? We're using AI to answer them at scale — measuring clinical outcomes, building dashboards that demonstrate responsible care, and moving toward a model where patients are matched to the right care pathways and providers are aligned around better outcomes. This work protects Headway's standing with insurers and opens doors to deeper, more strategic partnerships.
The infrastructure underneath Headway — billing, claims, payments, and trust and safety — needs to scale reliably at the speed of our growth. We’re using AI to automate complex, high-volume workflows, detect fraud and errors faster, and build systems that get smarter over time. This is foundational infrastructure with direct impact on Headway's economics and compliance posture.
Define and own the product strategy for your area in partnership with engineering, design, data, clinical, and operations teams
Apply AI where it matters: identify where intelligence creates step-change improvements in your product area and drive those bets from insight through production
Set and own clear success metrics; communicate results and course-correct with urgency
Represent the voice of your customer — patient, provider, or health plan — with conviction in every decision, grounded in data and direct research
You have 8+ years of product management experience with a track record of owning complex, high-impact product areas
You have experience with LLM systems — prompting, retrieval, evaluation, fine-tuning — and a track record of shipping AI-powered products that hold up at scale, not demos.
You've built at scale in a marketplace, platform, or data-intensive environment — and can show the outcomes you drove
You're energized by working in regulated, complex industries and see constraints as a product design challenge rather than a blocker
You can influence across engineering, clinical, legal, finance, and operations — and you're equally comfortable in the data and in the room
You have strong quantitative fluency and can partner with data scientists on experiment design and causal analysis
You communicate with precision — in writing, in product reviews, and with senior leadership
Compensation and Benefits:
The expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
#LI-EM1
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THIS ROLE\n\nWe're looking for Staff PMs who are curious about what AI makes possible and eager to build in an environment where it's a core part of the toolkit — not a side project.\n\nWe are hiring across Patient, Provider, Payer, and Platform. The right candidates will bring strong product fundamentals and a willingness to build with AI in a regulated, high-stakes industry. Staff PMs at Headway own product areas end-to-end: setting strategy, partnering deeply with engineering, data science, and design, and driving outcomes that move the company.\n\nAI is changing how we build at Headway, and the size of opportunity for Headway to leverage AI is massive. We sit at the intersection of healthcare delivery, complex insurance systems, and a multi-sided marketplace serving tens of thousands of providers and millions of patients. AI is increasingly part of how we solve these problems — and we want PMs who are energized by that, whether they're deep in AI already or strong product thinkers ready to learn.\n\n\nTHE PROBLEMS WE'RE SOLVING\n\n\nFOR PATIENTS\n\nFinding the right therapist, understanding your insurance benefits, and staying in care shouldn't be hard. Today it is. We're building AI-powered matching and personalized care navigation that help patients get into — and stay in — mental health care at scale. One million patients a month ask for a referral to a mental health provider. We're building the systems that ensure they actually get there.\n\n\nFOR PROVIDERS\n\nTherapists spend a staggering amount of time on administrative tasks — credentialing, documentation, scheduling, billing — instead of with their patients. We're using AI to automate clinical workflows, simplify complex insurance requirements, and give providers more time to do what they came here to do. The goal: a thriving practice on Headway that practically runs itself.\n\n\nFOR PAYERS\n\nHealth insurers are asking harder questions: Is care on Headway actually working? Is it worth what we're paying? We're using AI to answer them at scale — measuring clinical outcomes, building dashboards that demonstrate responsible care, and moving toward a model where patients are matched to the right care pathways and providers are aligned around better outcomes. This work protects Headway's standing with insurers and opens doors to deeper, more strategic partnerships.\n\n\nFOR PLATFORM\n\nThe infrastructure underneath Headway — billing, claims, payments, and trust and safety — needs to scale reliably at the speed of our growth. We’re using AI to automate complex, high-volume workflows, detect fraud and errors faster, and build systems that get smarter over time. This is foundational infrastructure with direct impact on Headway's economics and compliance posture.\n\n\nWHAT YOU'LL DO AT HEADWAY\n\n - Define and own the product strategy for your area in partnership with engineering, design, data, clinical, and operations teams\n\n - Apply AI where it matters: identify where intelligence creates step-change improvements in your product area and drive those bets from insight through production\n\n - Set and own clear success metrics; communicate results and course-correct with urgency\n\n - Represent the voice of your customer — patient, provider, or health plan — with conviction in every decision, grounded in data and direct research\n\n\nYOU'D BE A GREAT FIT IF…\n\n - You have 8+ years of product management experience with a track record of owning complex, high-impact product areas\n\n - You have experience with LLM systems — prompting, retrieval, evaluation, fine-tuning — and a track record of shipping AI-powered products that hold up at scale, not demos.\n\n - You've built at scale in a marketplace, platform, or data-intensive environment — and can show the outcomes you drove\n\n - You're energized by working in regulated, complex industries and see constraints as a product design challenge rather than a blocker\n\n - You can influence across engineering, clinical, legal, finance, and operations — and you're equally comfortable in the data and in the room\n\n - You have strong quantitative fluency and can partner with data scientists on experiment design and causal analysis\n\n - You communicate with precision — in writing, in product reviews, and with senior leadership\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n#LI-EM1\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"d6456594-a596-4bea-b698-784d9faf0baa","title":"Staff Data Scientist - Product Analytics","department":"All Cost Centers","team":"Data","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-01-27T15:53:41.575+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/d6456594-a596-4bea-b698-784d9faf0baa","applyUrl":"https://jobs.ashbyhq.com/headway/d6456594-a596-4bea-b698-784d9faf0baa/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Join us to build the decision engine for better mental health outcomes.
As a Staff Data Scientist, Product Analytics, you will be a senior technical and strategic leader for how Headway measures, learns, and improves. You will own the hardest and most ambiguous product questions, shape how we define success, and drive decisions that cut across multiple teams and product surfaces. You will not only run the analyses, you will influence what we build, how we evaluate it, and how we scale what works.
This role is for someone who can zoom in to debug a metric definition and zoom out to design a measurement strategy for a major product area, then bring the organization along with them.
Everything in the Senior role, plus:
Own a product measurement strategy. Define north star and input metrics for a major product area (or multiple surfaces), align stakeholders on definitions, and build conviction in what “good” looks like.
Lead multi-team initiatives. Drive cross-functional work where the right answer is not obvious and the path is not linear, and ensure we land measurable outcomes.
Set the experimentation standard. Establish frameworks for test design, guardrails, decision rules, and interpretation that improve both speed and rigor across teams.
Develop evaluation systems for complex products. For areas like matching, ranking, or applied AI experiences, build measurement approaches that combine offline evaluation, online experiments, and human-quality signals when needed.
Build scalable analytical assets. Invest in durable measurement systems: semantic definitions, self-serve dashboards, monitoring and alerts, and repeatable templates that reduce ad hoc work.
Mentor and uplevel. Coach other data scientists and analytics partners, provide strong technical review, and model what great looks like.
Be a thought leader. Proactively identify opportunities, shape roadmaps with an evidence-based POV, and create clarity where teams feel stuck.
10+ years using data to drive product or business decisions in product, growth, engineering, or operations environments (or equivalent depth of experience and scope).
Expert fluency in SQL and strong proficiency in Python or R, including building reliable, reusable analysis workflows.
Deep expertise in Bayesian experimentation, causal inference, and measurement design, including common failure modes and how to prevent them.
Strong applied modeling judgment: you know when a model is the right tool, and you can build, validate, and launch responsibly.
A track record of leading ambiguous, cross-team work and delivering measurable outcomes (not just insights).
Excellent executive communication and influence: you earn trust, align stakeholders, and move decisions forward.
Strong product sense and an instinct for decision leverage: you focus on what changes outcomes, not what is merely interesting.
Motivation for our mission: improving access and affordability in mental healthcare.
Compensation and Benefits:
The expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
#LI-MG1
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE\n\nJoin us to build the decision engine for better mental health outcomes.\n\nAs a Staff Data Scientist, Product Analytics, you will be a senior technical and strategic leader for how Headway measures, learns, and improves. You will own the hardest and most ambiguous product questions, shape how we define success, and drive decisions that cut across multiple teams and product surfaces. You will not only run the analyses, you will influence what we build, how we evaluate it, and how we scale what works.\n\nThis role is for someone who can zoom in to debug a metric definition and zoom out to design a measurement strategy for a major product area, then bring the organization along with them.\n\n\nWHAT YOU WILL DO\n\nEverything in the Senior role, plus:\n\n - Own a product measurement strategy. Define north star and input metrics for a major product area (or multiple surfaces), align stakeholders on definitions, and build conviction in what “good” looks like.\n\n - Lead multi-team initiatives. Drive cross-functional work where the right answer is not obvious and the path is not linear, and ensure we land measurable outcomes.\n\n - Set the experimentation standard. Establish frameworks for test design, guardrails, decision rules, and interpretation that improve both speed and rigor across teams.\n\n - Develop evaluation systems for complex products. For areas like matching, ranking, or applied AI experiences, build measurement approaches that combine offline evaluation, online experiments, and human-quality signals when needed.\n\n - Build scalable analytical assets. Invest in durable measurement systems: semantic definitions, self-serve dashboards, monitoring and alerts, and repeatable templates that reduce ad hoc work.\n\n - Mentor and uplevel. Coach other data scientists and analytics partners, provide strong technical review, and model what great looks like.\n\n - Be a thought leader. Proactively identify opportunities, shape roadmaps with an evidence-based POV, and create clarity where teams feel stuck.\n\n\nWHAT WILL MAKE YOU SUCCESSFUL\n\n - 10+ years using data to drive product or business decisions in product, growth, engineering, or operations environments (or equivalent depth of experience and scope).\n\n - Expert fluency in SQL and strong proficiency in Python or R, including building reliable, reusable analysis workflows.\n\n - Deep expertise in Bayesian experimentation, causal inference, and measurement design, including common failure modes and how to prevent them.\n\n - Strong applied modeling judgment: you know when a model is the right tool, and you can build, validate, and launch responsibly.\n\n - A track record of leading ambiguous, cross-team work and delivering measurable outcomes (not just insights).\n\n - Excellent executive communication and influence: you earn trust, align stakeholders, and move decisions forward.\n\n - Strong product sense and an instinct for decision leverage: you focus on what changes outcomes, not what is merely interesting.\n\n - Motivation for our mission: improving access and affordability in mental healthcare.\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n#LI-MG1\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"9040d21a-0b46-4a21-b778-02a4e9610647","title":"Senior Operations Associate","department":"All Cost Centers","team":"Operations","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-07-07T02:07:57.141+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/9040d21a-0b46-4a21-b778-02a4e9610647","applyUrl":"https://jobs.ashbyhq.com/headway/9040d21a-0b46-4a21-b778-02a4e9610647/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
To power this mission, we're building a world-class Operations team that enables efficiency, growth, and quality. As a member of this team, you will have a material impact on the trajectory of Headway and own workflows and processes that are core to the impact we deliver for our patients, providers, and payer partners.
As a Senior Operations Associate, you will operationalize and scale core workflows that will deliver real-world impact to hundreds of thousands of patients and providers around the country. You will be responsible for designing and implementing world-class execution strategy to ensure high-quality operations and you will also be an operational bridge to our product and data teams at Headway in order to drive the future-first nature of the solutions you deliver.
This role is core to ensuring the operational health of our business and will provide you with deep exposure to the unique mechanics of the healthcare system. This is an opportunity to get hands-on in a data- and product-first environment and own outcomes core to the success of our business.
You Will:
Drive the build, execution, monitoring & ongoing implementation of scalable products and processes that enable us to deliver on core business challenges
Leverage your operational expertise to identify opportunities for improved efficiency and automation
Support and lead cross-functional efforts with our product, engineering, payer, and CX teams to drive core ops processes and achieve team OKRs.
You’d be a great fit if…
You have 3-5 years of experience in consulting / operations / investment banking or related experience; operations experience at a high-growth startup is a plus.
You are a self-starter, and are constantly pushing toward clarity and execution.
You are highly data-driven and can drive complex analyses to identify key actionable insights.
You are a collaborator who proactively partners across teams while holding others and yourself accountable for business results.
You are a systems thinker, inclined to solve problems with product and automation.
Compensation and Benefits:
The expected base pay range for this position is $76,160 - $112,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nTo power this mission, we're building a world-class Operations team that enables efficiency, growth, and quality. As a member of this team, you will have a material impact on the trajectory of Headway and own workflows and processes that are core to the impact we deliver for our patients, providers, and payer partners.\n\nAs a Senior Operations Associate, you will operationalize and scale core workflows that will deliver real-world impact to hundreds of thousands of patients and providers around the country. You will be responsible for designing and implementing world-class execution strategy to ensure high-quality operations and you will also be an operational bridge to our product and data teams at Headway in order to drive the future-first nature of the solutions you deliver. \n\nThis role is core to ensuring the operational health of our business and will provide you with deep exposure to the unique mechanics of the healthcare system. This is an opportunity to get hands-on in a data- and product-first environment and own outcomes core to the success of our business. \n\n \n\n - You Will: \n \n - Drive the build, execution, monitoring & ongoing implementation of scalable products and processes that enable us to deliver on core business challenges\n \n - Leverage your operational expertise to identify opportunities for improved efficiency and automation\n \n - Support and lead cross-functional efforts with our product, engineering, payer, and CX teams to drive core ops processes and achieve team OKRs.\n\n - You’d be a great fit if…\n \n - You have 3-5 years of experience in consulting / operations / investment banking or related experience; operations experience at a high-growth startup is a plus.\n \n - You are a self-starter, and are constantly pushing toward clarity and execution.\n \n - You are highly data-driven and can drive complex analyses to identify key actionable insights.\n \n - You are a collaborator who proactively partners across teams while holding others and yourself accountable for business results.\n \n - You are a systems thinker, inclined to solve problems with product and automation.\n\n \n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $76,160 - $112,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"f264413e-29ec-45b4-a202-9cb172c5a5a2","title":"Associate Principal, Payer Partnerships","department":"All Cost Centers","team":"Payer","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-04-14T21:53:51.498+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/f264413e-29ec-45b4-a202-9cb172c5a5a2","applyUrl":"https://jobs.ashbyhq.com/headway/f264413e-29ec-45b4-a202-9cb172c5a5a2/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About the Role
As Headway deepens its partnership with one of our most strategic national health plans, we're looking for an Associate Principal, Payer Partnerships to own the commercial relationships and channel strategy that will expand our footprint and make Headway the go-to mental health partner across the plan's book of business. Reporting to our Principal, Payer Partnerships, you'll work at the intersection of payer commercial teams, building the trust and advocacy that turn a strong partnership into a dominant one.
You will:
Develop and strengthen senior-level relationships with commercial leadership at our health plan partner, ensuring Headway is known, trusted, and actively championed across their organization
Develop Headway's understanding of patient acquisition channels, forming a point of view on which segments have appetite for deeper Headway engagement, which partners can facilitate that, and what the strategic tradeoffs are
Collaborate with internal, cross functional stakeholders to deliver insights to inform product and operations strategy
Drive strategic initiatives that deepen the partnership, identifying where Headway can expand its role, generate new demand, and increase stickiness across the plan's commercial ecosystem
Build in a way that scales: document your approach so the commercial channel playbook you develop can be replicated across other accounts
You'd be a great fit if...
You have a minimum of 7+ years of experience in the healthcare space, preferably in roles within Business Development, or in Strategic Partnerships/Customer-facing roles
You have a track record of building meaningful relationships from scratch in complex, matrixed organizations — and you do it strategically, not just by being personable
You've worked in or closely adjacent to the commercial side of healthcare, like at a digital health company with payer or employer channel exposure
You don't wait for clarity to come to you; when the path forward is unclear, you identify the right questions, find the people and data that can answer them, and form a point of view before anyone asks you to
You are operationally excellent, able to manage multiple high impact customers and large volume of moving pieces without breaking a sweat
You think in playbooks. You don't just execute; you document your logic so others can build on it
Compensation and Benefits:
The expected base pay range for this position is $130,000-$200,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
Other compensation includes: discretionary bonuses and/or commission. Commission payments are monthly.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout the Role\n\nAs Headway deepens its partnership with one of our most strategic national health plans, we're looking for an Associate Principal, Payer Partnerships to own the commercial relationships and channel strategy that will expand our footprint and make Headway the go-to mental health partner across the plan's book of business. Reporting to our Principal, Payer Partnerships, you'll work at the intersection of payer commercial teams, building the trust and advocacy that turn a strong partnership into a dominant one.\n\nYou will:\n\n - Develop and strengthen senior-level relationships with commercial leadership at our health plan partner, ensuring Headway is known, trusted, and actively championed across their organization\n\n - Develop Headway's understanding of patient acquisition channels, forming a point of view on which segments have appetite for deeper Headway engagement, which partners can facilitate that, and what the strategic tradeoffs are\n\n - Collaborate with internal, cross functional stakeholders to deliver insights to inform product and operations strategy\n\n - Drive strategic initiatives that deepen the partnership, identifying where Headway can expand its role, generate new demand, and increase stickiness across the plan's commercial ecosystem\n\n - Build in a way that scales: document your approach so the commercial channel playbook you develop can be replicated across other accounts\n\nYou'd be a great fit if...\n\n - You have a minimum of 7+ years of experience in the healthcare space, preferably in roles within Business Development, or in Strategic Partnerships/Customer-facing roles\n\n - You have a track record of building meaningful relationships from scratch in complex, matrixed organizations — and you do it strategically, not just by being personable\n\n - You've worked in or closely adjacent to the commercial side of healthcare, like at a digital health company with payer or employer channel exposure\n\n - You don't wait for clarity to come to you; when the path forward is unclear, you identify the right questions, find the people and data that can answer them, and form a point of view before anyone asks you to\n\n - You are operationally excellent, able to manage multiple high impact customers and large volume of moving pieces without breaking a sweat\n\n - You think in playbooks. You don't just execute; you document your logic so others can build on it\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $130,000-$200,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\nOther compensation includes: discretionary bonuses and/or commission. Commission payments are monthly.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"5eb1be27-75db-41b5-895e-cc57df2cfefe","title":"Associate Medical Director/Principal, Payer Partnerships","department":"All Cost Centers","team":"Clinical","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-05-22T22:32:30.233+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/5eb1be27-75db-41b5-895e-cc57df2cfefe","applyUrl":"https://jobs.ashbyhq.com/headway/5eb1be27-75db-41b5-895e-cc57df2cfefe/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As Associate Medical Director/Principal, Payer Partnerships you will support Headway’s health plan relationships, external thought leadership strategy and continue expanding Headway’s provider network impact. You’ll work cross-functionally with teams across Headway, including Payer, Product, Growth, Marketing, Data & Analytics, and others.
As the only tech-enabled behavioral health Managed Services Organization (MSO) built with entirely in-house software, Headway has an unprecedented opportunity in the clinical space. Today, we support more than 70k Clinicians and hundreds of thousands of patients. Building a best in class digital product will impact clinicians and patients nationwide.
You’ll be great for this role if:
You have an active clinical license as a master’s level therapist (LCSW, LPC, LMFT), doctorate level clinical psychologist (PhD/PsyD), or other psychiatric clinician (PMHNP-BC, MD/DO), with 5+ years of experience in mental health settings
You bring 2+ years of experience working in payer or partnership roles, ideally in technology environments.
You are an industry influencer – with demonstrated passion for reimagining how behavioral health is delivered and measured. This likely means you’ve worked in health plans, health systems, and / or healthcare startups. You speak at industry conferences.
You are a proven thought leader with peer-reviewed publications, mainstream media articles, and/or other expert content.
You’re effective at communicating clinical information to non-clinical staff and can distill complex clinical processes and language in order to move product implementation forward. You have worked in a position that required communication with large populations, including leading presentations. Storytelling is one of your superpowers.
You have strong analytical skills and are experienced in interpreting and synthesizing data & research insights to inform strategy, drive innovation, and clearly demonstrate scientific and organizational value to customers.
You are a creative thinker who loves white space and can explore data in new and different ways, expanding the way the field thinks about common problems.
You are excited to explore patient outcomes in a large data set, extracting key insights and informing what to build next
You are familiar with clinical quality measurement and peer review systems in healthcare.
You are a collaborator – eager and adept at working in concert with product, operations, and sales teams to infuse clinical strategy across the org.
You have general familiarity with healthcare regulations and laws surrounding corporate practice of medicine.
You have past experience with a healthcare tech company and/or startup.
You are based on or willing to travel to the East Coast (expected travel: 25%)
You Will:
Support Headway health plan partnerships and strategy
Promote external relations with Payers through relationship building, presentations/reporting, sales meetings, and conference participation
Drive creative, innovative, exploratory data analyses to prove patient outcomes, generate novel insights, shape strategic direction, and demonstrate scientific and strategic value to customers
Develop a critical understanding of how mental health clinicians utilize digital tools to deliver high quality care and document in a compliant manner
Work collaboratively with cross functional teams including product, design, growth, marketing, payer relations, data & analytics, and operations
Be willing to travel.
Compensation and Benefits:
The expected base pay range for this position is $144,000 - $280,000, based on a variety of factors including qualifications, experience, and geographic location.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity Compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAs Associate Medical Director/Principal, Payer Partnerships you will support Headway’s health plan relationships, external thought leadership strategy and continue expanding Headway’s provider network impact. You’ll work cross-functionally with teams across Headway, including Payer, Product, Growth, Marketing, Data & Analytics, and others.\n\nAs the only tech-enabled behavioral health Managed Services Organization (MSO) built with entirely in-house software, Headway has an unprecedented opportunity in the clinical space. Today, we support more than 70k Clinicians and hundreds of thousands of patients. Building a best in class digital product will impact clinicians and patients nationwide.\n\nYou’ll be great for this role if:\n\n - You have an active clinical license as a master’s level therapist (LCSW, LPC, LMFT), doctorate level clinical psychologist (PhD/PsyD), or other psychiatric clinician (PMHNP-BC, MD/DO), with 5+ years of experience in mental health settings\n\n - You bring 2+ years of experience working in payer or partnership roles, ideally in technology environments.\n\n - You are an industry influencer – with demonstrated passion for reimagining how behavioral health is delivered and measured. This likely means you’ve worked in health plans, health systems, and / or healthcare startups. You speak at industry conferences.\n\n - You are a proven thought leader with peer-reviewed publications, mainstream media articles, and/or other expert content. \n\n - You’re effective at communicating clinical information to non-clinical staff and can distill complex clinical processes and language in order to move product implementation forward. You have worked in a position that required communication with large populations, including leading presentations. Storytelling is one of your superpowers. \n\n - You have strong analytical skills and are experienced in interpreting and synthesizing data & research insights to inform strategy, drive innovation, and clearly demonstrate scientific and organizational value to customers.\n\n - You are a creative thinker who loves white space and can explore data in new and different ways, expanding the way the field thinks about common problems.\n\n - You are excited to explore patient outcomes in a large data set, extracting key insights and informing what to build next\n\n - You are familiar with clinical quality measurement and peer review systems in healthcare.\n\n - You are a collaborator – eager and adept at working in concert with product, operations, and sales teams to infuse clinical strategy across the org.\n\n - You have general familiarity with healthcare regulations and laws surrounding corporate practice of medicine.\n\n - You have past experience with a healthcare tech company and/or startup. \n\n - You are based on or willing to travel to the East Coast (expected travel: 25%)\n\nYou Will:\n\n - Support Headway health plan partnerships and strategy\n\n - Promote external relations with Payers through relationship building, presentations/reporting, sales meetings, and conference participation\n\n - Drive creative, innovative, exploratory data analyses to prove patient outcomes, generate novel insights, shape strategic direction, and demonstrate scientific and strategic value to customers\n\n - Develop a critical understanding of how mental health clinicians utilize digital tools to deliver high quality care and document in a compliant manner\n\n - Work collaboratively with cross functional teams including product, design, growth, marketing, payer relations, data & analytics, and operations\n\n - Be willing to travel.\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $144,000 - $280,000, based on a variety of factors including qualifications, experience, and geographic location. \n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\nBenefits offered include:\n\n - Equity Compensation\n\n - Medical, Dental, and Vision coverage\n\n - HSA / FSA\n\n - 401K\n\n - Work-from-Home Stipend\n\n - Therapy Reimbursement\n\n - 16-week parental leave for eligible employees\n\n - Carrot Fertility annual reimbursement and membership\n\n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n\n - Flexible PTO\n\n - Employee Assistance Program (EAP)\n\n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"958936fe-de69-49b9-a932-1e424ac77efe","title":"HR Business Partner","department":"All Cost Centers","team":"People","employmentType":"FullTime","location":"San Francisco, CA","secondaryLocations":[],"publishedAt":"2026-09-04T17:39:07.216+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/headway/958936fe-de69-49b9-a932-1e424ac77efe","applyUrl":"https://jobs.ashbyhq.com/headway/958936fe-de69-49b9-a932-1e424ac77efe/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
This role is located in our New York City office and is in person 2-days a week.
We're looking for an exceptional HR Business Partner to support our growing Engineering organization. This is a high-visibility, cross-functional role: you'll work closely with HR Business Partner leadership and Engineering leadership to build the people strategy, programs, and policies that let the org scale sustainably.
You’ll shape and execute people strategies that enable scale, strengthen leadership, and drive Olympic-level performance. You'll act as a trusted advisor and thought partner to managers and employees across the full HR lifecycle: providing counsel on organizational design, performance management, talent planning, and leadership development - balancing near-term priorities with long-term organizational health and cultural integrity. You’ll use data-driven insights and sound judgment to identify trends, influence decisions, and lead high-impact initiatives that elevate the employee experience, strengthen manager capability, and ensure our teams are empowered to perform at their best. This role also partners closely with our Centers of Excellence (Total Rewards & Compensation, People Ops, Legal, and Talent Acquisition) so the Engineering org has the support it needs across the entire lifecycle.
Strategic Business Partnership: Independently partner with leaders to translate business priorities into actionable people plans. Connect People programs to functional goals, surface patterns across your client group, and escalate insights that inform broader org thinking.
Talent Strategy & Performance: Lead performance management and talent review processes with rigor and follow-through within the org. Coach people managers to set clear expectations, deliver feedback, and take early action on performance — building their confidence to lead with accountability.
Organizational Design & Effectiveness: Partner with leaders to inform org structure decisions, clarify roles and decision rights, and support team health within your defined scope. Use headcount and workforce data to identify talent gaps and support scalable design.
Coaching & Manager Development: Build trusted relationships with managers and deliver direct, actionable feedback that shifts behavior and builds capability. Reinforce Headway's cultural principles and managerial expectations through consistent coaching and follow-through.
Analytical & Data-Driven Decision Making: Independently build and use people data — attrition, engagement, performance patterns — to surface insights and influence leadership action. Leverage AI tools to accelerate analysis, synthesize feedback at scale, and draft communications with speed and precision
Operational Excellence: Own People programs and projects end-to-end within the org, from planning through execution and follow-through. Balance multiple workstreams without losing precision or quality.
Cultural Stewardship & Employee Experience: Model and amplify Headway’s values and performance standards. Ensure fairness, inclusion, and consistency in decision-making. Surface patterns in sentiment and proactively strengthen engagement and trust.
5–8 years of progressive HRBP or HR adjacent/ generalist experience (e.g., Chief of Staff, Strategy, Consulting), with a track record of supporting senior executives in high-growth or scaling environments.
Independently partner with business leaders — you don't wait to be told what's needed, and you know when to escalate and when to run with it.
Are data-driven, using both qualitative and quantitative signals to surface insights and support decisions.
Build genuine trust with managers through candor, follow-through, and sound judgment.
Have solid grounding in core HR processes — performance management, org design, talent development — and execute them with rigor.
Thrive in fast-paced environments where ownership, agility, and operational discipline are the expectation.
Are curious about and comfortable using AI tools in your day-to-day work — you don't need to be technical, but you should be able to hold a credible conversation with engineering leaders about what AI transformation means for talent, skill gaps, and team design.
Model Headway's cultural principles and hold a high bar for performance and accountability.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE\n\nThis role is located in our New York City office and is in person 2-days a week.\n\nWe're looking for an exceptional HR Business Partner to support our growing Engineering organization. This is a high-visibility, cross-functional role: you'll work closely with HR Business Partner leadership and Engineering leadership to build the people strategy, programs, and policies that let the org scale sustainably.\n\nYou’ll shape and execute people strategies that enable scale, strengthen leadership, and drive Olympic-level performance. You'll act as a trusted advisor and thought partner to managers and employees across the full HR lifecycle: providing counsel on organizational design, performance management, talent planning, and leadership development - balancing near-term priorities with long-term organizational health and cultural integrity. You’ll use data-driven insights and sound judgment to identify trends, influence decisions, and lead high-impact initiatives that elevate the employee experience, strengthen manager capability, and ensure our teams are empowered to perform at their best. This role also partners closely with our Centers of Excellence (Total Rewards & Compensation, People Ops, Legal, and Talent Acquisition) so the Engineering org has the support it needs across the entire lifecycle.\n\n\n\n\nYOU WILL:\n\n - Strategic Business Partnership: Independently partner with leaders to translate business priorities into actionable people plans. Connect People programs to functional goals, surface patterns across your client group, and escalate insights that inform broader org thinking.\n\n - Talent Strategy & Performance: Lead performance management and talent review processes with rigor and follow-through within the org. Coach people managers to set clear expectations, deliver feedback, and take early action on performance — building their confidence to lead with accountability.\n\n - Organizational Design & Effectiveness: Partner with leaders to inform org structure decisions, clarify roles and decision rights, and support team health within your defined scope. Use headcount and workforce data to identify talent gaps and support scalable design.\n\n - Coaching & Manager Development: Build trusted relationships with managers and deliver direct, actionable feedback that shifts behavior and builds capability. Reinforce Headway's cultural principles and managerial expectations through consistent coaching and follow-through.\n\n - Analytical & Data-Driven Decision Making: Independently build and use people data — attrition, engagement, performance patterns — to surface insights and influence leadership action. Leverage AI tools to accelerate analysis, synthesize feedback at scale, and draft communications with speed and precision\n\n - Operational Excellence: Own People programs and projects end-to-end within the org, from planning through execution and follow-through. Balance multiple workstreams without losing precision or quality.\n\n - Cultural Stewardship & Employee Experience: Model and amplify Headway’s values and performance standards. Ensure fairness, inclusion, and consistency in decision-making. Surface patterns in sentiment and proactively strengthen engagement and trust.\n\n \n \n\n\nYOU HAVE:\n\n - 5–8 years of progressive HRBP or HR adjacent/ generalist experience (e.g., Chief of Staff, Strategy, Consulting), with a track record of supporting senior executives in high-growth or scaling environments.\n\n - Independently partner with business leaders — you don't wait to be told what's needed, and you know when to escalate and when to run with it.\n\n - Are data-driven, using both qualitative and quantitative signals to surface insights and support decisions.\n\n - Build genuine trust with managers through candor, follow-through, and sound judgment.\n\n - Have solid grounding in core HR processes — performance management, org design, talent development — and execute them with rigor.\n\n - Thrive in fast-paced environments where ownership, agility, and operational discipline are the expectation.\n\n - Are curious about and comfortable using AI tools in your day-to-day work — you don't need to be technical, but you should be able to hold a credible conversation with engineering leaders about what AI transformation means for talent, skill gaps, and team design.\n\n - Model Headway's cultural principles and hold a high bar for performance and accountability.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"44e7211e-7cdf-4158-869d-ff84d06995ea","title":"HR Business Partner","department":"All Cost Centers","team":"People","employmentType":"FullTime","location":"Seattle, WA","secondaryLocations":[],"publishedAt":"2026-09-04T17:39:33.691+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}},"jobUrl":"https://jobs.ashbyhq.com/headway/44e7211e-7cdf-4158-869d-ff84d06995ea","applyUrl":"https://jobs.ashbyhq.com/headway/44e7211e-7cdf-4158-869d-ff84d06995ea/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
This role is located in our New York City office and is in person 2-days a week.
We're looking for an exceptional HR Business Partner to support our growing Engineering organization. This is a high-visibility, cross-functional role: you'll work closely with HR Business Partner leadership and Engineering leadership to build the people strategy, programs, and policies that let the org scale sustainably.
You’ll shape and execute people strategies that enable scale, strengthen leadership, and drive Olympic-level performance. You'll act as a trusted advisor and thought partner to managers and employees across the full HR lifecycle: providing counsel on organizational design, performance management, talent planning, and leadership development - balancing near-term priorities with long-term organizational health and cultural integrity. You’ll use data-driven insights and sound judgment to identify trends, influence decisions, and lead high-impact initiatives that elevate the employee experience, strengthen manager capability, and ensure our teams are empowered to perform at their best. This role also partners closely with our Centers of Excellence (Total Rewards & Compensation, People Ops, Legal, and Talent Acquisition) so the Engineering org has the support it needs across the entire lifecycle.
Strategic Business Partnership: Independently partner with leaders to translate business priorities into actionable people plans. Connect People programs to functional goals, surface patterns across your client group, and escalate insights that inform broader org thinking.
Talent Strategy & Performance: Lead performance management and talent review processes with rigor and follow-through within the org. Coach people managers to set clear expectations, deliver feedback, and take early action on performance — building their confidence to lead with accountability.
Organizational Design & Effectiveness: Partner with leaders to inform org structure decisions, clarify roles and decision rights, and support team health within your defined scope. Use headcount and workforce data to identify talent gaps and support scalable design.
Coaching & Manager Development: Build trusted relationships with managers and deliver direct, actionable feedback that shifts behavior and builds capability. Reinforce Headway's cultural principles and managerial expectations through consistent coaching and follow-through.
Analytical & Data-Driven Decision Making: Independently build and use people data — attrition, engagement, performance patterns — to surface insights and influence leadership action. Leverage AI tools to accelerate analysis, synthesize feedback at scale, and draft communications with speed and precision
Operational Excellence: Own People programs and projects end-to-end within the org, from planning through execution and follow-through. Balance multiple workstreams without losing precision or quality.
Cultural Stewardship & Employee Experience: Model and amplify Headway’s values and performance standards. Ensure fairness, inclusion, and consistency in decision-making. Surface patterns in sentiment and proactively strengthen engagement and trust.
5–8 years of progressive HRBP or HR adjacent/ generalist experience (e.g., Chief of Staff, Strategy, Consulting), with a track record of supporting senior executives in high-growth or scaling environments.
Independently partner with business leaders — you don't wait to be told what's needed, and you know when to escalate and when to run with it.
Are data-driven, using both qualitative and quantitative signals to surface insights and support decisions.
Build genuine trust with managers through candor, follow-through, and sound judgment.
Have solid grounding in core HR processes — performance management, org design, talent development — and execute them with rigor.
Thrive in fast-paced environments where ownership, agility, and operational discipline are the expectation.
Are curious about and comfortable using AI tools in your day-to-day work — you don't need to be technical, but you should be able to hold a credible conversation with engineering leaders about what AI transformation means for talent, skill gaps, and team design.
Model Headway's cultural principles and hold a high bar for performance and accountability.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE\n\nThis role is located in our New York City office and is in person 2-days a week.\n\nWe're looking for an exceptional HR Business Partner to support our growing Engineering organization. This is a high-visibility, cross-functional role: you'll work closely with HR Business Partner leadership and Engineering leadership to build the people strategy, programs, and policies that let the org scale sustainably.\n\nYou’ll shape and execute people strategies that enable scale, strengthen leadership, and drive Olympic-level performance. You'll act as a trusted advisor and thought partner to managers and employees across the full HR lifecycle: providing counsel on organizational design, performance management, talent planning, and leadership development - balancing near-term priorities with long-term organizational health and cultural integrity. You’ll use data-driven insights and sound judgment to identify trends, influence decisions, and lead high-impact initiatives that elevate the employee experience, strengthen manager capability, and ensure our teams are empowered to perform at their best. This role also partners closely with our Centers of Excellence (Total Rewards & Compensation, People Ops, Legal, and Talent Acquisition) so the Engineering org has the support it needs across the entire lifecycle.\n\n\n\n\nYOU WILL:\n\n - Strategic Business Partnership: Independently partner with leaders to translate business priorities into actionable people plans. Connect People programs to functional goals, surface patterns across your client group, and escalate insights that inform broader org thinking.\n\n - Talent Strategy & Performance: Lead performance management and talent review processes with rigor and follow-through within the org. Coach people managers to set clear expectations, deliver feedback, and take early action on performance — building their confidence to lead with accountability.\n\n - Organizational Design & Effectiveness: Partner with leaders to inform org structure decisions, clarify roles and decision rights, and support team health within your defined scope. Use headcount and workforce data to identify talent gaps and support scalable design.\n\n - Coaching & Manager Development: Build trusted relationships with managers and deliver direct, actionable feedback that shifts behavior and builds capability. Reinforce Headway's cultural principles and managerial expectations through consistent coaching and follow-through.\n\n - Analytical & Data-Driven Decision Making: Independently build and use people data — attrition, engagement, performance patterns — to surface insights and influence leadership action. Leverage AI tools to accelerate analysis, synthesize feedback at scale, and draft communications with speed and precision\n\n - Operational Excellence: Own People programs and projects end-to-end within the org, from planning through execution and follow-through. Balance multiple workstreams without losing precision or quality.\n\n - Cultural Stewardship & Employee Experience: Model and amplify Headway’s values and performance standards. Ensure fairness, inclusion, and consistency in decision-making. Surface patterns in sentiment and proactively strengthen engagement and trust.\n\n \n \n\n\nYOU HAVE:\n\n - 5–8 years of progressive HRBP or HR adjacent/ generalist experience (e.g., Chief of Staff, Strategy, Consulting), with a track record of supporting senior executives in high-growth or scaling environments.\n\n - Independently partner with business leaders — you don't wait to be told what's needed, and you know when to escalate and when to run with it.\n\n - Are data-driven, using both qualitative and quantitative signals to surface insights and support decisions.\n\n - Build genuine trust with managers through candor, follow-through, and sound judgment.\n\n - Have solid grounding in core HR processes — performance management, org design, talent development — and execute them with rigor.\n\n - Thrive in fast-paced environments where ownership, agility, and operational discipline are the expectation.\n\n - Are curious about and comfortable using AI tools in your day-to-day work — you don't need to be technical, but you should be able to hold a credible conversation with engineering leaders about what AI transformation means for talent, skill gaps, and team design.\n\n - Model Headway's cultural principles and hold a high bar for performance and accountability.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"67cc4d87-faff-44cb-8ae8-0b9894d6574e","title":"Business Operations Lead","department":"All Cost Centers","team":"Operations","employmentType":"FullTime","location":"Remote - New York","secondaryLocations":[],"publishedAt":"2026-06-02T20:47:30.049+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/67cc4d87-faff-44cb-8ae8-0b9894d6574e","applyUrl":"https://jobs.ashbyhq.com/headway/67cc4d87-faff-44cb-8ae8-0b9894d6574e/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About The Role
As Headway works to build a new mental healthcare system that everyone can access, we’re facing unique operational challenges and opportunities that come with growing and scaling at an unparalleled rate. We’re pushing the boundaries of the existing healthcare system so that we can fulfill our promise to providers, patients, and payers to create access to high quality providers across the nation. In order to do that, we’re building a world class operations team that enables efficiency, growth, and quality, and as a member of this team, you will have the opportunity to have a material impact on the trajectory of Headway and help define a function core to the livelihood of our business and the impact we deliver for our partners and clients.
As a Business Operations Lead, you will drive complex, cross-functional initiatives that advance pod-level objectives. You'll work independently to identify opportunities, address dependencies, and ensure alignment across stakeholders - turning ambiguous problems into structured analyses, scalable processes, and clear recommendations. You'll bring analytical rigor to root-cause investigations, design workflows and tooling that improve efficiency and reliability, and own initiatives end-to-end from scoping through delivery. This role requires strong problem-solving skills, a builder's mindset toward operational design, and the ability to coordinate across teams to drive measurable outcomes.
What you’ll do at Headway
Drive complex, cross-functional initiatives that advance pod-level objectives - identifying opportunities, addressing dependencies, and ensuring alignment across stakeholders.
Build and operate scalable workflows and processes (0→1) that improve efficiency, reliability, and throughput across your domain.
Leverage data tools to extract insights, validate assumptions, and inform decisions, synthesizing findings into clear recommendations that guide pod and organizational priorities.
Plan, execute, and deliver initiatives end-to-end by setting clear objectives, timelines, and success metrics – driving accountability across functions without formal authority.
You’ll be great for this role if you:
You have 5+ years of experience in operational roles at high-growth companies; background in consulting, finance, or business operations preferred but not required.
You independently deconstruct complex problems into structured, testable components - and you're comfortable working through ambiguity without waiting for full clarity.
You're proficient with AI & data tools (e.g., Looker, Excel, SQL, dashboards) and use them fluently to extract insights, validate assumptions, and streamline workflows.
You design systems with scale in mind - anticipating bottlenecks, iterating based on feedback, and codifying learnings into playbooks and standards.
You coordinate resources and align priorities across teams, building trust through transparency, accountability, and clear communication.
You take calculated risks and make decisions that advance pod objectives, anticipating downstream impacts before taking action.
You're motivated by the opportunity to make an impact on one of our generation's defining problems: affordable mental healthcare.
Compensation and Benefits:
The expected base pay range for this position is $105,400 - $155,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout The Role\n\nAs Headway works to build a new mental healthcare system that everyone can access, we’re facing unique operational challenges and opportunities that come with growing and scaling at an unparalleled rate. We’re pushing the boundaries of the existing healthcare system so that we can fulfill our promise to providers, patients, and payers to create access to high quality providers across the nation. In order to do that, we’re building a world class operations team that enables efficiency, growth, and quality, and as a member of this team, you will have the opportunity to have a material impact on the trajectory of Headway and help define a function core to the livelihood of our business and the impact we deliver for our partners and clients.\n\nAs a Business Operations Lead, you will drive complex, cross-functional initiatives that advance pod-level objectives. You'll work independently to identify opportunities, address dependencies, and ensure alignment across stakeholders - turning ambiguous problems into structured analyses, scalable processes, and clear recommendations. You'll bring analytical rigor to root-cause investigations, design workflows and tooling that improve efficiency and reliability, and own initiatives end-to-end from scoping through delivery. This role requires strong problem-solving skills, a builder's mindset toward operational design, and the ability to coordinate across teams to drive measurable outcomes.\n\nWhat you’ll do at Headway\n\n - Drive complex, cross-functional initiatives that advance pod-level objectives - identifying opportunities, addressing dependencies, and ensuring alignment across stakeholders.\n\n - Build and operate scalable workflows and processes (0→1) that improve efficiency, reliability, and throughput across your domain.\n\n - Leverage data tools to extract insights, validate assumptions, and inform decisions, synthesizing findings into clear recommendations that guide pod and organizational priorities.\n\n - Plan, execute, and deliver initiatives end-to-end by setting clear objectives, timelines, and success metrics – driving accountability across functions without formal authority.\n\nYou’ll be great for this role if you:\n\n - You have 5+ years of experience in operational roles at high-growth companies; background in consulting, finance, or business operations preferred but not required.\n\n - You independently deconstruct complex problems into structured, testable components - and you're comfortable working through ambiguity without waiting for full clarity.\n\n - You're proficient with AI & data tools (e.g., Looker, Excel, SQL, dashboards) and use them fluently to extract insights, validate assumptions, and streamline workflows.\n\n - You design systems with scale in mind - anticipating bottlenecks, iterating based on feedback, and codifying learnings into playbooks and standards.\n\n - You coordinate resources and align priorities across teams, building trust through transparency, accountability, and clear communication.\n\n - You take calculated risks and make decisions that advance pod objectives, anticipating downstream impacts before taking action.\n\n - You're motivated by the opportunity to make an impact on one of our generation's defining problems: affordable mental healthcare.\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $105,400 - $155,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"c2fe7b67-15bc-44fc-b6bf-c57ad648a671","title":"Senior Manager, Data Engineering","department":"All Cost Centers","team":"Data","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-06-12T17:18:34.801+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/c2fe7b67-15bc-44fc-b6bf-c57ad648a671","applyUrl":"https://jobs.ashbyhq.com/headway/c2fe7b67-15bc-44fc-b6bf-c57ad648a671/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About the Role
As Senior Manager, Data Engineering, you will define and lead the technical strategy for Headway's data infrastructure. The team's mission is to build and maintain the reliable, scalable data systems that power analytics, machine learning, and operational decision-making across the company.
You will report into Headway's Data organization, a mission-critical pillar that ensures our data assets are accurate, timely, and accessible. Trustworthy data infrastructure is foundational to Headway's growth — enabling every team to build, measure, and improve with confidence.
You will partner closely with Data Science, Analytics, Product, and Engineering to deeply understand and anticipate the data needs of a fast-growing healthcare company. You will define the right architectural investments, proactively surface reliability and scalability risks, and use engineering rigor to guide decisions from early design through launch and iteration.
You will:
Lead and grow a high-performing team of Data Engineers, fostering a culture of technical excellence, ownership, and craftsmanship.
Develop quarterly roadmaps with cross-functional partners on Data Science, Operations and Engineering, align Data Engineering resources, and oversee execution of timely, high-quality work.
Own the architecture and reliability of Headway's data platform — including our data warehouse, ingestion pipelines, transformation layer (dbt), and orchestration systems.
Define and champion engineering standards: data modeling conventions, pipeline observability, SLA frameworks, and data quality monitoring.
Partner cross-functionally to design and build the data infrastructure that powers analytics, experimentation, ML models, and operational tooling at scale.
Stay close to the work by engaging directly with strategic technical challenges, surfacing gaps in our platform capabilities before they become bottlenecks.
Translate complex data decisions into clear, actionable recommendations for executive stakeholders.
You will love this role if:
You have 8+ years of experience in data engineering or related roles
You have 3+ years of experience managing and developing teams
You have experience building and scaling data platforms in a high-growth, cloud-native environment (highly preferred)
You have proven success partnering cross-functionally with Data Science, Analytics, and Product Engineering
You have deep expertise in data warehouse design, pipeline architecture, and transformation frameworks — with the ability to coach others through complex technical trade-offs
Compensation and Benefits:
The expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout the Role\n\nAs Senior Manager, Data Engineering, you will define and lead the technical strategy for Headway's data infrastructure. The team's mission is to build and maintain the reliable, scalable data systems that power analytics, machine learning, and operational decision-making across the company.\n\nYou will report into Headway's Data organization, a mission-critical pillar that ensures our data assets are accurate, timely, and accessible. Trustworthy data infrastructure is foundational to Headway's growth — enabling every team to build, measure, and improve with confidence.\n\nYou will partner closely with Data Science, Analytics, Product, and Engineering to deeply understand and anticipate the data needs of a fast-growing healthcare company. You will define the right architectural investments, proactively surface reliability and scalability risks, and use engineering rigor to guide decisions from early design through launch and iteration.\n\n\n\nYou will:\n\n - Lead and grow a high-performing team of Data Engineers, fostering a culture of technical excellence, ownership, and craftsmanship.\n\n - Develop quarterly roadmaps with cross-functional partners on Data Science, Operations and Engineering, align Data Engineering resources, and oversee execution of timely, high-quality work.\n\n - Own the architecture and reliability of Headway's data platform — including our data warehouse, ingestion pipelines, transformation layer (dbt), and orchestration systems.\n\n - Define and champion engineering standards: data modeling conventions, pipeline observability, SLA frameworks, and data quality monitoring.\n\n - Partner cross-functionally to design and build the data infrastructure that powers analytics, experimentation, ML models, and operational tooling at scale.\n\n - Stay close to the work by engaging directly with strategic technical challenges, surfacing gaps in our platform capabilities before they become bottlenecks.\n\n - Translate complex data decisions into clear, actionable recommendations for executive stakeholders.\n\nYou will love this role if:\n\n - You have 8+ years of experience in data engineering or related roles\n\n - You have 3+ years of experience managing and developing teams\n\n - You have experience building and scaling data platforms in a high-growth, cloud-native environment (highly preferred)\n\n - You have proven success partnering cross-functionally with Data Science, Analytics, and Product Engineering\n\n - You have deep expertise in data warehouse design, pipeline architecture, and transformation frameworks — with the ability to coach others through complex technical trade-offs\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"3dd3085b-471c-4416-a782-9c9fccf7e32f","title":"Principal Product Manager","department":"All Cost Centers","team":"Product Management","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York City","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-06-15T16:10:22.637+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/3dd3085b-471c-4416-a782-9c9fccf7e32f","applyUrl":"https://jobs.ashbyhq.com/headway/3dd3085b-471c-4416-a782-9c9fccf7e32f/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
We're looking for Principal PMs to lead some of our highest-stakes, most complex product areas. Principal Product Managers who have a builder-mindset, and are curious about what AI makes possible and eager to build in an environment where it's a core part of the toolkit — not a side project.
We're actively hiring across our Patient, Payer, Provider, and Platform Product teams, and we open this pipeline to find exceptional Principal PM talent as the right roles take shape.
As a Principal PM at Headway, you'll own a significant product domain end-to-end — defining the strategy, aligning stakeholders up to and including executive leadership, and setting a high bar for what great product looks like. You'll work with a high degree of autonomy on problems that don't have obvious answers. You'll shape the roadmap from first principles, not execute against one that's handed to you.
This is not a role for someone who needs a well-defined problem. The best candidates have a track record of finding the right problem and convincing the organization to solve it.
For Patients
Finding the right therapist, understanding your insurance benefits, and staying in care shouldn't be hard. Today it is. We're building AI-powered matching and personalized care navigation that help patients get into — and stay in — mental health care at scale. One million patients a month ask for a referral to a mental health provider. We're building the systems that ensure they actually get there.
For Providers
Therapists spend a staggering amount of time on administrative tasks — credentialing, documentation, scheduling, billing — instead of with their patients. We're using AI to automate clinical workflows, simplify complex insurance requirements, and give providers more time to do what they came here to do. The goal: a thriving practice on Headway that practically runs itself.
For Payers
Health insurers are asking harder questions: Is care on Headway actually working? Is it worth what we're paying? We're using AI to answer them at scale — measuring clinical outcomes, building dashboards that demonstrate responsible care, and moving toward a model where patients are matched to the right care pathways and providers are aligned around better outcomes. This work protects Headway's standing with insurers and opens doors to deeper, more strategic partnerships.
For Platform
The infrastructure underneath Headway — billing, claims, payments, and trust and safety — needs to scale reliably at the speed of our growth. We’re using AI to automate complex, high-volume workflows, detect fraud and errors faster, and build systems that get smarter over time. This is foundational infrastructure with direct impact on Headway's economics and compliance posture.
Define the strategy for a major product domain. Identify the highest-leverage bets Headway should make, make the case with data and customer insight, and drive alignment across engineering, design, clinical, legal, operations, and executive leadership.
Ship meaningful product. Not strategy decks — real product with measurable outcomes. You'll own the roadmap end-to-end, navigate tradeoffs under uncertainty, and hold a high bar for quality and velocity.
Lay foundations that last. Build capabilities, frameworks, or systems that unlock the next 2–3 years of product work across your domain — not just what's needed this quarter.
Elevate PM craft on your team. As one of the most senior ICs on the PM team, you'll set the standard for what great product thinking looks like — mentoring PMs, raising our hiring bar, and influencing how the broader product org works.
Drive alignment across complexity. Work across engineering, design, data, clinical, legal, operations, and finance without formal authority — and get the right work resourced, sequenced, and shipped.
10+ years of product management experience with a track record of owning large, complex product domains end-to-end
You've shaped strategy at the org level — not just your team's roadmap, but how multiple teams think about what to build and why
You've built 0→1 and scaled — you've launched something new and also meaningfully improved something that already existed at scale
You're deeply technical — you can have architectural conversations with engineers, challenge assumptions, and make informed build-vs-buy calls
You've influenced at the executive level — presenting strategy, fielding hard questions, and getting buy-in without formal authority
You've leveled up PMs around you through mentorship, collaboration, or just the quality of your own work
You thrive in ambiguity — you define the problem as readily as you solve it
You're AI-fluent — you understand how to evaluate and deploy AI-powered features responsibly and have a point of view on where AI creates real product leverage
You're motivated by Headway's mission of making mental healthcare accessible and affordable
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THIS ROLE\n\nWe're looking for Principal PMs to lead some of our highest-stakes, most complex product areas. Principal Product Managers who have a builder-mindset, and are curious about what AI makes possible and eager to build in an environment where it's a core part of the toolkit — not a side project.\n\n\n\nWe're actively hiring across our Patient, Payer, Provider, and Platform Product teams, and we open this pipeline to find exceptional Principal PM talent as the right roles take shape.\n\n\n\nAs a Principal PM at Headway, you'll own a significant product domain end-to-end — defining the strategy, aligning stakeholders up to and including executive leadership, and setting a high bar for what great product looks like. You'll work with a high degree of autonomy on problems that don't have obvious answers. You'll shape the roadmap from first principles, not execute against one that's handed to you.\n\nThis is not a role for someone who needs a well-defined problem. The best candidates have a track record of finding the right problem and convincing the organization to solve it.\n\n\n\n\nTHE PROBLEMS WE'RE SOLVING\n\nFor Patients\n\nFinding the right therapist, understanding your insurance benefits, and staying in care shouldn't be hard. Today it is. We're building AI-powered matching and personalized care navigation that help patients get into — and stay in — mental health care at scale. One million patients a month ask for a referral to a mental health provider. We're building the systems that ensure they actually get there.\n\n\n\nFor Providers\n\nTherapists spend a staggering amount of time on administrative tasks — credentialing, documentation, scheduling, billing — instead of with their patients. We're using AI to automate clinical workflows, simplify complex insurance requirements, and give providers more time to do what they came here to do. The goal: a thriving practice on Headway that practically runs itself.\n\n\n\nFor Payers\n\nHealth insurers are asking harder questions: Is care on Headway actually working? Is it worth what we're paying? We're using AI to answer them at scale — measuring clinical outcomes, building dashboards that demonstrate responsible care, and moving toward a model where patients are matched to the right care pathways and providers are aligned around better outcomes. This work protects Headway's standing with insurers and opens doors to deeper, more strategic partnerships.\n\n\n\nFor Platform\n\nThe infrastructure underneath Headway — billing, claims, payments, and trust and safety — needs to scale reliably at the speed of our growth. We’re using AI to automate complex, high-volume workflows, detect fraud and errors faster, and build systems that get smarter over time. This is foundational infrastructure with direct impact on Headway's economics and compliance posture.\n\n\n\n\nYOU WILL..\n\n - Define the strategy for a major product domain. Identify the highest-leverage bets Headway should make, make the case with data and customer insight, and drive alignment across engineering, design, clinical, legal, operations, and executive leadership.\n\n - Ship meaningful product. Not strategy decks — real product with measurable outcomes. You'll own the roadmap end-to-end, navigate tradeoffs under uncertainty, and hold a high bar for quality and velocity.\n\n - Lay foundations that last. Build capabilities, frameworks, or systems that unlock the next 2–3 years of product work across your domain — not just what's needed this quarter.\n\n - Elevate PM craft on your team. As one of the most senior ICs on the PM team, you'll set the standard for what great product thinking looks like — mentoring PMs, raising our hiring bar, and influencing how the broader product org works.\n\n - Drive alignment across complexity. Work across engineering, design, data, clinical, legal, operations, and finance without formal authority — and get the right work resourced, sequenced, and shipped.\n\n\n\n\nYOU'D BE A GREAT FIT IF\n\n - 10+ years of product management experience with a track record of owning large, complex product domains end-to-end\n\n - You've shaped strategy at the org level — not just your team's roadmap, but how multiple teams think about what to build and why\n\n - You've built 0→1 and scaled — you've launched something new and also meaningfully improved something that already existed at scale\n\n - You're deeply technical — you can have architectural conversations with engineers, challenge assumptions, and make informed build-vs-buy calls\n\n - You've influenced at the executive level — presenting strategy, fielding hard questions, and getting buy-in without formal authority\n\n - You've leveled up PMs around you through mentorship, collaboration, or just the quality of your own work\n\n - You thrive in ambiguity — you define the problem as readily as you solve it\n\n - You're AI-fluent — you understand how to evaluate and deploy AI-powered features responsibly and have a point of view on where AI creates real product leverage\n\n - You're motivated by Headway's mission of making mental healthcare accessible and affordable\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"5dea9dc5-8cc7-4721-96c9-589c3a53199e","title":"Staff Product Manager, Monetization and Pricing ","department":"All Cost Centers","team":"Product Management","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York City","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-06-15T15:47:17.814+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/5dea9dc5-8cc7-4721-96c9-589c3a53199e","applyUrl":"https://jobs.ashbyhq.com/headway/5dea9dc5-8cc7-4721-96c9-589c3a53199e/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About the role:
You will be the first dedicated PM for pricing at Headway. Your mission: build pricing into a durable, experimentation-driven lever for growth and revenue. Success looks like creating $100M+ of revenue impact.
Headway's pricing decisions affect every participant in our marketplace — what providers earn, what patients pay, and what payers reimburse. Today, these decisions are made through a mix of analysis, intuition, and competitive benchmarks. You'll replace that with a systematic, experiment-driven approach that generates data, builds conviction, and creates new revenue streams through bundling/un-bundling.
This is not a strategy-deck role. You will design experiments, partner with data scientists, navigate cross-functional complexity, and ship pricing changes that move the business. You'll work at the intersection of product, economics, and marketplace dynamics in one of the fastest-growing healthcare companies in the country.
Own pricing experimentation end-to-end: Design, run, and analyze pricing experiments (payout levels, take rates, fee structures, incentive models) with proper controls and measurement.
Price and package existing features: Identify opportunities to unbundle, tier, or price Headway's existing feature set as new revenue lines, while balancing the provider experience.
Define Headway's pricing philosophy: Build a principled, defensible approach to how we set prices — transparent to providers, competitive in the market, and sustainable for the business.
Inform tiering with pricing data: Partner with other product teams to ensure pricing and tier design are grounded in experimental evidence, willingness-to-pay research, and elasticity data.
Build the experimentation infrastructure: Work with Engineering and Data to create systems that enable rapid, controlled pricing experiments across geographies and segments.
Navigate cross-functional complexity: Align Finance, Provider Growth, Payer, Ops, and Legal around pricing decisions that affect every part of the business.
8+ years of PM experience, with at least 2-3 years owning pricing, monetization, or marketplace economics.
You've personally owned pricing or packaging strategy and shipped changes that moved revenue.
You've designed and run pricing experiments at scale — you know the difference between a feature A/B test and a pricing experiment.
Strong quantitative fluency — you can partner with data scientists on experiment design and causal inference as a peer.
You thrive in ambiguity and can build structure where none exists — this is a new team.
Bonus: SaaS pricing & packaging experience (PLG, tiering, bundling).
Bonus: You've worked in a two-sided marketplace or platform where pricing affects both supply and demand.
Bonus: Healthcare or regulated industry experience.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
#LI-EM1
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout the role:\n\nYou will be the first dedicated PM for pricing at Headway. Your mission: build pricing into a durable, experimentation-driven lever for growth and revenue. Success looks like creating $100M+ of revenue impact.\n\n\n\nHeadway's pricing decisions affect every participant in our marketplace — what providers earn, what patients pay, and what payers reimburse. Today, these decisions are made through a mix of analysis, intuition, and competitive benchmarks. You'll replace that with a systematic, experiment-driven approach that generates data, builds conviction, and creates new revenue streams through bundling/un-bundling.\n\n\n\nThis is not a strategy-deck role. You will design experiments, partner with data scientists, navigate cross-functional complexity, and ship pricing changes that move the business. You'll work at the intersection of product, economics, and marketplace dynamics in one of the fastest-growing healthcare companies in the country.\n\n\n\n\nYOU WILL\n\n - Own pricing experimentation end-to-end: Design, run, and analyze pricing experiments (payout levels, take rates, fee structures, incentive models) with proper controls and measurement.\n\n - Price and package existing features: Identify opportunities to unbundle, tier, or price Headway's existing feature set as new revenue lines, while balancing the provider experience.\n\n - Define Headway's pricing philosophy: Build a principled, defensible approach to how we set prices — transparent to providers, competitive in the market, and sustainable for the business.\n\n - Inform tiering with pricing data: Partner with other product teams to ensure pricing and tier design are grounded in experimental evidence, willingness-to-pay research, and elasticity data.\n\n - Build the experimentation infrastructure: Work with Engineering and Data to create systems that enable rapid, controlled pricing experiments across geographies and segments.\n\n - Navigate cross-functional complexity: Align Finance, Provider Growth, Payer, Ops, and Legal around pricing decisions that affect every part of the business.\n\n\n\n\nWHO YOU ARE\n\n - 8+ years of PM experience, with at least 2-3 years owning pricing, monetization, or marketplace economics.\n\n - You've personally owned pricing or packaging strategy and shipped changes that moved revenue.\n\n - You've designed and run pricing experiments at scale — you know the difference between a feature A/B test and a pricing experiment.\n\n - Strong quantitative fluency — you can partner with data scientists on experiment design and causal inference as a peer.\n\n - You thrive in ambiguity and can build structure where none exists — this is a new team.\n\n - Bonus: SaaS pricing & packaging experience (PLG, tiering, bundling).\n\n - Bonus: You've worked in a two-sided marketplace or platform where pricing affects both supply and demand.\n\n - Bonus: Healthcare or regulated industry experience.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n#LI-EM1\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"d0d1aaed-cd19-4a9b-a2e2-5518973ba14d","title":"Staff Product Manager, AI Platform","department":"All Cost Centers","team":"Product Management","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York City","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-06-17T21:45:13.645+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/d0d1aaed-cd19-4a9b-a2e2-5518973ba14d","applyUrl":"https://jobs.ashbyhq.com/headway/d0d1aaed-cd19-4a9b-a2e2-5518973ba14d/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
You will be Headway's first AI Platform product manager. Your mission: build the AI platform that makes every Headwegian an AI-native employee.
In Q1 2026, we launched Eddy — an internal AI assistant with direct access to Snowflake, Jira, Slack, GitHub, Google Workspace, and more. Early adoption is strong in R&D, but usage drops off sharply outside of it. Eddy is the first of what we believe will be many: an ecosystem of agents, skills, evals, and data integrations that together become Headway's AI platform layer. You'll own that vision — and the roadmap to get there.
This is not a classic internal tools role. You are a product builder with deep AI fluency who will ship fast, write evals, configure agents, and sit with CX, Ops, Sales, Finance, and Clinical teams to find the workflows where AI actually moves the needle. Today, three engineers are building Eddy without a PM. You'll be the first, building the vision that the team is currently shipping without.
Set & build the AI platform vision. Define what Headway’s agent harness should look like — from platform & data architecture to the connected ecosystem of agents, skills, and integrations that will sit on top of it.
Own Eddy's roadmap. Replace real-time feature triage with a first-principles product strategy. Build the user research pipeline, the eval infrastructure, and the prioritization framework that don't exist today.
Enable adoption across functions. Partner with functional leaders in CX, Ops, Sales, Finance, Clinical, and more to identify high-value AI workflows, build them, and turn non-adopters into power users.
8+ years of product experience, with at least 2 years shipping AI or AI-adjacent products.
You have personally built or configured AI agents, skills, or workflows — not just managed the engineers who did. You write prompts, design evals, and know where LLMs break.
Strong AI fluency: prompt engineering, context management, RAG, tool use, evals. You can hold your own with ML engineers and have real opinions on cost/latency/quality tradeoffs.
A platform thinker who can build for other builders, not only end users.
A cross-functional operator who translates AI capabilities into business value for non-technical stakeholders — and knows how to say \"no\" to low-value requests without losing the relationship.
Ruthlessly prioritized. You can hold a product roadmap, a platform roadmap, and an adoption strategy in your head at once and know which to pull on this week.
Above all, you believe AI is going to fundamentally change how knowledge workers operate — and you want to prove it at a company where the CEO agrees with you.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THIS ROLE\n\nYou will be Headway's first AI Platform product manager. Your mission: build the AI platform that makes every Headwegian an AI-native employee.\n\nIn Q1 2026, we launched Eddy — an internal AI assistant with direct access to Snowflake, Jira, Slack, GitHub, Google Workspace, and more. Early adoption is strong in R&D, but usage drops off sharply outside of it. Eddy is the first of what we believe will be many: an ecosystem of agents, skills, evals, and data integrations that together become Headway's AI platform layer. You'll own that vision — and the roadmap to get there.\n\nThis is not a classic internal tools role. You are a product builder with deep AI fluency who will ship fast, write evals, configure agents, and sit with CX, Ops, Sales, Finance, and Clinical teams to find the workflows where AI actually moves the needle. Today, three engineers are building Eddy without a PM. You'll be the first, building the vision that the team is currently shipping without.\n\n\n\n\nYOU WILL\n\n - Set & build the AI platform vision. Define what Headway’s agent harness should look like — from platform & data architecture to the connected ecosystem of agents, skills, and integrations that will sit on top of it.\n\n - Own Eddy's roadmap. Replace real-time feature triage with a first-principles product strategy. Build the user research pipeline, the eval infrastructure, and the prioritization framework that don't exist today.\n\n - Enable adoption across functions. Partner with functional leaders in CX, Ops, Sales, Finance, Clinical, and more to identify high-value AI workflows, build them, and turn non-adopters into power users.\n \n \n\n\nWHO YOU ARE\n\n - 8+ years of product experience, with at least 2 years shipping AI or AI-adjacent products.\n\n - You have personally built or configured AI agents, skills, or workflows — not just managed the engineers who did. You write prompts, design evals, and know where LLMs break.\n\n - Strong AI fluency: prompt engineering, context management, RAG, tool use, evals. You can hold your own with ML engineers and have real opinions on cost/latency/quality tradeoffs.\n\n - A platform thinker who can build for other builders, not only end users.\n\n - A cross-functional operator who translates AI capabilities into business value for non-technical stakeholders — and knows how to say \"no\" to low-value requests without losing the relationship.\n\n - Ruthlessly prioritized. You can hold a product roadmap, a platform roadmap, and an adoption strategy in your head at once and know which to pull on this week.\n\n - Above all, you believe AI is going to fundamentally change how knowledge workers operate — and you want to prove it at a company where the CEO agrees with you.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"f2437c6e-22ab-479f-9c1d-52f61bbb6e73","title":"Senior Manager, Accounting","department":"All Cost Centers","team":"Finance","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-06-24T02:49:12.440+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/f2437c6e-22ab-479f-9c1d-52f61bbb6e73","applyUrl":"https://jobs.ashbyhq.com/headway/f2437c6e-22ab-479f-9c1d-52f61bbb6e73/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As Headway's Senior Accounting Manager, you will lead day-to-day accounting operations and help establish scalable financial processes during a period of rapid growth. You'll manage a team of four accountants, owning month-end close, financial reporting, and technical accounting under US GAAP. This is a hands-on leadership role: you'll coach a high-performing team while partnering cross-functionally with Finance, People, Legal, Data, Product, and Engineering to ensure accurate and timely reporting. This role offers an opportunity to apply strong leadership, technical accounting expertise, and creative problem-solving to make a lasting impact on Headway's operations and audit readiness.
Manage and develop a team of 3+ accountants — setting priorities, reviewing work, providing feedback, and coaching them on technical accounting and process improvements.
Take a lead in automating accounting workflows using AI and LLMs (e.g., journal entry preparation, reconciliations, flux analysis, audit support), and lead the team in adopting these tools responsibly.
Own the month-end, quarter-end, and year-end close process end-to-end, ensuring journal entries, reconciliations, accruals, and account analyses are accurate, complete, and delivered on schedule.
Review and approve journal entries, balance sheet reconciliations, and flux analyses prepared by the team.
Lead technical accounting research and policy setting under US GAAP, including documenting accounting positions and memos for complex transactions
Support the annual audit by coordinating PBC requests and responses across the team, partnering with the Assistant Controller (who serves as the primary point of contact for external auditors.)
Partner with the People team to oversee payroll accounting and reconciliations, and with cross-functional teams (Finance, Data, Engineering, Product) to scale accounting operations.
Drive process improvements and automation initiatives across the accounting function, leveraging tools like Netsuite, Workday, and Ramp to reduce manual work and improve controls.
Lead or sponsor strategic accounting projects, coordinating cross-functional partners and delivering measurable business impact.
10+ years of accounting and/or audit experience, including at least 5 years managing a team
A Bachelor's degree in Accounting, Finance, or another relevant field (CPA preferred but not required)
Strong working knowledge of US GAAP and experience leading month-end close in a high-growth environment
Public accounting (Big 4 or large firm) and/or in-house experience at a high-growth or pre-IPO company
History of utilizing LLM’s such as Claude to automate processes.
A track record of coaching and developing accounting talent
Hands-on experience with Netsuite (and ideally Numeric and Ramp), and a bias toward using technology to scale accounting operations
Strong communication and interpersonal skills, with the ability to influence senior stakeholders and partner effectively across functions
A proactive, ownership mindset and the ability to thrive in a fast-paced, ambiguous environment
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE\n\nAs Headway's Senior Accounting Manager, you will lead day-to-day accounting operations and help establish scalable financial processes during a period of rapid growth. You'll manage a team of four accountants, owning month-end close, financial reporting, and technical accounting under US GAAP. This is a hands-on leadership role: you'll coach a high-performing team while partnering cross-functionally with Finance, People, Legal, Data, Product, and Engineering to ensure accurate and timely reporting. This role offers an opportunity to apply strong leadership, technical accounting expertise, and creative problem-solving to make a lasting impact on Headway's operations and audit readiness.\n\n\nYOU WILL:\n\n - Manage and develop a team of 3+ accountants — setting priorities, reviewing work, providing feedback, and coaching them on technical accounting and process improvements.\n\n - Take a lead in automating accounting workflows using AI and LLMs (e.g., journal entry preparation, reconciliations, flux analysis, audit support), and lead the team in adopting these tools responsibly.\n\n - Own the month-end, quarter-end, and year-end close process end-to-end, ensuring journal entries, reconciliations, accruals, and account analyses are accurate, complete, and delivered on schedule.\n\n - Review and approve journal entries, balance sheet reconciliations, and flux analyses prepared by the team.\n\n - Lead technical accounting research and policy setting under US GAAP, including documenting accounting positions and memos for complex transactions\n\n - Support the annual audit by coordinating PBC requests and responses across the team, partnering with the Assistant Controller (who serves as the primary point of contact for external auditors.)\n\n - Partner with the People team to oversee payroll accounting and reconciliations, and with cross-functional teams (Finance, Data, Engineering, Product) to scale accounting operations.\n\n - Drive process improvements and automation initiatives across the accounting function, leveraging tools like Netsuite, Workday, and Ramp to reduce manual work and improve controls.\n\n - Lead or sponsor strategic accounting projects, coordinating cross-functional partners and delivering measurable business impact.\n\n\nYOU'D BE GREAT FOR THIS ROLE IF YOU HAVE:\n\n - 10+ years of accounting and/or audit experience, including at least 5 years managing a team\n\n - A Bachelor's degree in Accounting, Finance, or another relevant field (CPA preferred but not required)\n\n - Strong working knowledge of US GAAP and experience leading month-end close in a high-growth environment\n\n - Public accounting (Big 4 or large firm) and/or in-house experience at a high-growth or pre-IPO company\n\n - History of utilizing LLM’s such as Claude to automate processes.\n\n - A track record of coaching and developing accounting talent\n\n - Hands-on experience with Netsuite (and ideally Numeric and Ramp), and a bias toward using technology to scale accounting operations\n\n - Strong communication and interpersonal skills, with the ability to influence senior stakeholders and partner effectively across functions\n\n - A proactive, ownership mindset and the ability to thrive in a fast-paced, ambiguous environment\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"82fd0412-e0fd-495d-9bde-9bdd274f43f8","title":"Staff Product Manager, AI Patient Experience","department":"All Cost Centers","team":"Product Management","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York City","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-06-24T02:27:51.700+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/82fd0412-e0fd-495d-9bde-9bdd274f43f8","applyUrl":"https://jobs.ashbyhq.com/headway/82fd0412-e0fd-495d-9bde-9bdd274f43f8/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
You will be the first dedicated AI Product Manager on the Patient side at Headway. Your mission: build AI-powered products that help patients find the right therapist, stay engaged in care, and achieve measurable improvements in their mental health. This is not an AI-strategy-deck role. You will ship. You will write evals. You will debug prompt chains. You will partner with ML engineers and data scientists to build products that work for real patients in a HIPAA-compliant environment. We power over 500,000 appointments per month. Now we are building AI-powered experiences to help patients find the right care and stay in it!
Own AI-powered patient intake and therapist matching: design LLM-driven flows that understand patient needs and recommend the right provider.
Build between-session AI support experiences: personalized tools that help patients reflect, prepare, and build therapeutic habits.
Establish evaluation and safety infrastructure: write evals, build test suites, design red-teaming protocols, and implement human-in-the-loop escalation.
Advance outcome measurement: move beyond PHQ-9/GAD-7 to AI-informed measurement.
Partner with Engineering, ML, Data Science, Clinical, and Legal to ship AI products in a HIPAA-compliant architecture.
8+ years of PM experience, with at least 2 years shipping AI/ML-powered products to real customers.
You have personally written evals for AI product quality.
You have built multi-step LLM-powered user flows in production.
Strong technical fluency with LLMs: model selection, RAG architectures, fine-tuning, cost/latency/quality.
You are a builder who has shipped AI products in partnership with ML engineers.
Bonus: Experience in regulated industries (healthcare, fintech, insurance).
Bonus: Experience in healthcare or mental health.
You understand that building AI for people managing their mental health requires a different level of care and safety.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
#LI-EM1
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE\n\nYou will be the first dedicated AI Product Manager on the Patient side at Headway. Your mission: build AI-powered products that help patients find the right therapist, stay engaged in care, and achieve measurable improvements in their mental health. This is not an AI-strategy-deck role. You will ship. You will write evals. You will debug prompt chains. You will partner with ML engineers and data scientists to build products that work for real patients in a HIPAA-compliant environment. We power over 500,000 appointments per month. Now we are building AI-powered experiences to help patients find the right care and stay in it!\n\n\nYOU WILL:\n\n - Own AI-powered patient intake and therapist matching: design LLM-driven flows that understand patient needs and recommend the right provider.\n\n - Build between-session AI support experiences: personalized tools that help patients reflect, prepare, and build therapeutic habits.\n\n - Establish evaluation and safety infrastructure: write evals, build test suites, design red-teaming protocols, and implement human-in-the-loop escalation.\n\n - Advance outcome measurement: move beyond PHQ-9/GAD-7 to AI-informed measurement.\n\n - Partner with Engineering, ML, Data Science, Clinical, and Legal to ship AI products in a HIPAA-compliant architecture.\n\n\nWHO YOU ARE:\n\n - 8+ years of PM experience, with at least 2 years shipping AI/ML-powered products to real customers.\n\n - You have personally written evals for AI product quality.\n\n - You have built multi-step LLM-powered user flows in production.\n\n - Strong technical fluency with LLMs: model selection, RAG architectures, fine-tuning, cost/latency/quality.\n\n - You are a builder who has shipped AI products in partnership with ML engineers.\n\n - Bonus: Experience in regulated industries (healthcare, fintech, insurance).\n\n - Bonus: Experience in healthcare or mental health.\n\n - You understand that building AI for people managing their mental health requires a different level of care and safety.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n#LI-EM1\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"1e6c18fa-2f46-43cb-a70c-30029ded2391","title":"Staff Technical Program Manager","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-06-25T17:00:45.263+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/1e6c18fa-2f46-43cb-a70c-30029ded2391","applyUrl":"https://jobs.ashbyhq.com/headway/1e6c18fa-2f46-43cb-a70c-30029ded2391/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About TPM at Headway:
Join Headway's Engineering team as a Staff Technical Program Manager—a pivotal role where you'll define how we execute our most critical technical initiatives. You'll be the strategic thought partner who transforms complex, cross-functional challenges into clear execution plans that deliver topline business impact on our most critical company OKRs.
Primarily partnering with our Insurance team, you'll lead key programs that touch nearly every aspect of our insurance systems, platform, and patient & provider product areas. This isn't about project coordination—you're an end-to-end leader of complex technical and critical product-dependent initiatives that are essential to our business success. As the sole TPM for the Insurance platform, you'll have the unique opportunity to establish the TPM function in this space while partnering with engineering leadership to drive our most important technical priorities.
In making mental health more accessible and affordable, we pride ourselves in tackling the largest, most critical problems and opportunities at the company. The TPM brand is a strategic thought partner who simplifies complexity, drives craft and velocity into execution, and raises the bar on operational excellence that scales.
Responsibilities:
Lead critical, high-impact technical programs across Insurance platform including driving key technical initiatives, optimization of systems and processes, and financial remediation initiatives—owning outcomes from discovery through delivery
Drive end-to-end cross-team programs by coordinating cross-functional planning and execution to reduce operational costs and manual workflow inefficiencies
Establish repeatable playbooks, tooling, and systematic improvements for cyclical operational challenges, transforming how we work into predictable, efficient processes
Lead key data rearchitecture initiatives, delivering on a modernization of our data systems, observability, and accelerate decision-making velocity across R&D
Spearhead financial remediation programs across R&D, driving year-over-year improvements
Be a strategic thought partner with Insurance team leadership to balance competing priorities, manage technical dependencies, and align on investment roadmaps
Create scalable frameworks and operating mechanisms that improve operational efficiency, improve insurance operations reliability, and enhance team productivity
Navigate complex stakeholder landscapes across engineering, product, operations, finance, and compliance teams to drive alignment on technical strategy and execution
Communicate program status, risks, and strategic decisions to senior leadership, translating technical complexity into business impact and ROI
You’ll love this role if:
You've driven complex, high-impact programs that span engineering, operations, finance, and compliance—with proven experience owning outcomes end-to-end
You thrive in ambiguous, fast-moving environments where you can structure messy problems, establish clarity, and drive systematic improvements
You're energized by transforming operational chaos into efficient, repeatable processes—turning annual scrambles into smooth, predictable cadences
You're a natural collaborator who builds trust across diverse stakeholders and can influence without authority to get things done
You're a strategic thought partner who can work alongside strong Engineering and Operations leaders to balance technical excellence with business pragmatism
You have executive presence and can communicate complex technical programs to senior leadership, translating initiatives into clear business impact and ROI
You're passionate about operational efficiency and have experience implementing tooling, frameworks, and playbooks that deliver measurable improvements year-over-year
You're a force multiplier who removes blockers, accelerates decision-making, and enables teams to focus on high-value work
You're comfortable with high autonomy and can tackle technical and operational challenges across the stack with minimal guidance
You care about our mission of building a mental healthcare system that everyone can access
Compensation and Benefits:
The expected base pay range for this position is $190,400 - $238,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout TPM at Headway:\n\nJoin Headway's Engineering team as a Staff Technical Program Manager—a pivotal role where you'll define how we execute our most critical technical initiatives. You'll be the strategic thought partner who transforms complex, cross-functional challenges into clear execution plans that deliver topline business impact on our most critical company OKRs.\n\n\n\nPrimarily partnering with our Insurance team, you'll lead key programs that touch nearly every aspect of our insurance systems, platform, and patient & provider product areas. This isn't about project coordination—you're an end-to-end leader of complex technical and critical product-dependent initiatives that are essential to our business success. As the sole TPM for the Insurance platform, you'll have the unique opportunity to establish the TPM function in this space while partnering with engineering leadership to drive our most important technical priorities.\n\n\n\nIn making mental health more accessible and affordable, we pride ourselves in tackling the largest, most critical problems and opportunities at the company. The TPM brand is a strategic thought partner who simplifies complexity, drives craft and velocity into execution, and raises the bar on operational excellence that scales.\n\n\n\nResponsibilities:\n\n - Lead critical, high-impact technical programs across Insurance platform including driving key technical initiatives, optimization of systems and processes, and financial remediation initiatives—owning outcomes from discovery through delivery\n\n - Drive end-to-end cross-team programs by coordinating cross-functional planning and execution to reduce operational costs and manual workflow inefficiencies\n\n - Establish repeatable playbooks, tooling, and systematic improvements for cyclical operational challenges, transforming how we work into predictable, efficient processes\n\n - Lead key data rearchitecture initiatives, delivering on a modernization of our data systems, observability, and accelerate decision-making velocity across R&D\n\n - Spearhead financial remediation programs across R&D, driving year-over-year improvements\n\n - Be a strategic thought partner with Insurance team leadership to balance competing priorities, manage technical dependencies, and align on investment roadmaps\n\n - Create scalable frameworks and operating mechanisms that improve operational efficiency, improve insurance operations reliability, and enhance team productivity\n\n - Navigate complex stakeholder landscapes across engineering, product, operations, finance, and compliance teams to drive alignment on technical strategy and execution\n\n - Communicate program status, risks, and strategic decisions to senior leadership, translating technical complexity into business impact and ROI\n\n\n\nYou’ll love this role if:\n\n - You've driven complex, high-impact programs that span engineering, operations, finance, and compliance—with proven experience owning outcomes end-to-end\n\n - You thrive in ambiguous, fast-moving environments where you can structure messy problems, establish clarity, and drive systematic improvements\n\n - You're energized by transforming operational chaos into efficient, repeatable processes—turning annual scrambles into smooth, predictable cadences\n\n - You're a natural collaborator who builds trust across diverse stakeholders and can influence without authority to get things done\n\n - You're a strategic thought partner who can work alongside strong Engineering and Operations leaders to balance technical excellence with business pragmatism\n\n - You have executive presence and can communicate complex technical programs to senior leadership, translating initiatives into clear business impact and ROI\n\n - You're passionate about operational efficiency and have experience implementing tooling, frameworks, and playbooks that deliver measurable improvements year-over-year\n\n - You're a force multiplier who removes blockers, accelerates decision-making, and enables teams to focus on high-value work\n\n - You're comfortable with high autonomy and can tackle technical and operational challenges across the stack with minimal guidance\n\n - You care about our mission of building a mental healthcare system that everyone can access\n\n\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $190,400 - $238,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\n\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n\n\nBenefits offered include:\n\n - Equity compensation\n\n - Medical, Dental, and Vision coverage\n\n - HSA / FSA\n\n - 401K\n\n - Work-from-Home Stipend\n\n - Therapy Reimbursement\n\n - 16-week parental leave for eligible employees\n\n - Carrot Fertility annual reimbursement and membership\n\n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n\n - Flexible PTO\n\n - Employee Assistance Program (EAP)\n\n - Training and professional development\n\n\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"9b7699d1-c803-46ad-b66e-0fb1f756223e","title":"Lead Brand & Creative Strategist","department":"All Cost Centers","team":"Patient & Brand Marketing","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-07-13T15:35:45.864+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/9b7699d1-c803-46ad-b66e-0fb1f756223e","applyUrl":"https://jobs.ashbyhq.com/headway/9b7699d1-c803-46ad-b66e-0fb1f756223e/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Mental healthcare is at a turning point — and Headway is at the center of it. We're building the infrastructure that makes mental healthcare work: for patients who need it, providers who deliver it, and a system that's been broken for too long. Now we need a brand that matches the scale of that ambition.
We're looking for a Lead Brand & Creative Strategist to join our Brand Marketing, Product Marketing & Communications team — someone who will help make Headway a household name and define what the future of mental healthcare looks like in culture.
This is a rare, early opportunity. You'll build Headway's first true brand strategy from the ground up — defining the unique role we play in the market, then translating that strategy into work that breaks through across products, campaigns, content, and experiences. You live at the intersection of customer obsession, cultural fluency, and brand craft. You know how to make a brand unforgettable.
You Will...
Own brand strategy. Define and evolve Headway's brand positioning, narrative, voice, and visual identity — in close partnership with our brand and creative team. Ensure the brand flexes appropriately across our core audiences and objectives while staying consistently, unmistakably Headway.
Lead creative strategy. Drive creative strategy for major campaigns, brand moments, and launches — spanning performance marketing, brand marketing, product launches, and corporate initiatives.
Close the insight gaps. Partner with Customer Insights to map what we know, what we're missing, and what the market is telling us — so every brief is grounded in real human need.
Drive cultural listening. Run listening sessions to surface what's being said — and not said — about mental healthcare, so our creative thinking stays ahead of the conversation.
Stay competitively sharp. Keep a close eye on competitive positioning to ensure we're always distinctively differentiated.
Get great work to the finish line. Lead feedback sessions with creative and product teams, delivering clear, actionable direction rooted in strategy and brand best practices.
Build and steward brand systems. Develop brand guidelines and creative frameworks that keep Headway consistent and distinctive as we scale — and as more teams produce brand-facing work across the organization. This includes building AI agents and scalable tools that help teams self-serve on brand — so the guidelines don't just live in a doc, but are embedded into how work gets made
Champion the brand internally. Be the internal voice and steward of the brand. Educate teams across Headway on how to use it well, and serve as a strategic advisor on brand-relevant decisions — from naming and product UI tone to partnerships and PR moments.
Measure and iterate. Partner with Customer Insights to define how brand health and creative effectiveness are measured (awareness, perception, campaign performance) — and use that data to continuously sharpen strategy.
You’d be a great fit if…
You have 10+ years in brand strategy, brand management, or brand marketing — and a track record of building brands that earn lasting reputation and trust.
You've navigated complex, regulated industries and know how to make bold brand work land in environments where stakes are high.
You're an exceptional cross-functional collaborator — skilled at translating business challenges into brand and communications strategies that stick.
You have strong customer-first instincts and can influence without authority, especially in ambiguous, high-stakes moments.
You're energized by fast-moving environments — comfortable with complexity, undeterred by uncertainty.
You're a force multiplier: the kind of leader who makes everyone around you better and inspires excellent work at every level.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\n\nMental healthcare is at a turning point — and Headway is at the center of it. We're building the infrastructure that makes mental healthcare work: for patients who need it, providers who deliver it, and a system that's been broken for too long. Now we need a brand that matches the scale of that ambition.\n\n\n\nWe're looking for a Lead Brand & Creative Strategist to join our Brand Marketing, Product Marketing & Communications team — someone who will help make Headway a household name and define what the future of mental healthcare looks like in culture.\n\n\n\nThis is a rare, early opportunity. You'll build Headway's first true brand strategy from the ground up — defining the unique role we play in the market, then translating that strategy into work that breaks through across products, campaigns, content, and experiences. You live at the intersection of customer obsession, cultural fluency, and brand craft. You know how to make a brand unforgettable.\n\n\n\nYou Will...\n\n - Own brand strategy. Define and evolve Headway's brand positioning, narrative, voice, and visual identity — in close partnership with our brand and creative team. Ensure the brand flexes appropriately across our core audiences and objectives while staying consistently, unmistakably Headway.\n\n - Lead creative strategy. Drive creative strategy for major campaigns, brand moments, and launches — spanning performance marketing, brand marketing, product launches, and corporate initiatives.\n \n - Close the insight gaps. Partner with Customer Insights to map what we know, what we're missing, and what the market is telling us — so every brief is grounded in real human need.\n \n - Drive cultural listening. Run listening sessions to surface what's being said — and not said — about mental healthcare, so our creative thinking stays ahead of the conversation.\n \n - Stay competitively sharp. Keep a close eye on competitive positioning to ensure we're always distinctively differentiated.\n \n - Get great work to the finish line. Lead feedback sessions with creative and product teams, delivering clear, actionable direction rooted in strategy and brand best practices.\n\n - Build and steward brand systems. Develop brand guidelines and creative frameworks that keep Headway consistent and distinctive as we scale — and as more teams produce brand-facing work across the organization. This includes building AI agents and scalable tools that help teams self-serve on brand — so the guidelines don't just live in a doc, but are embedded into how work gets made\n\n - Champion the brand internally. Be the internal voice and steward of the brand. Educate teams across Headway on how to use it well, and serve as a strategic advisor on brand-relevant decisions — from naming and product UI tone to partnerships and PR moments.\n\n - Measure and iterate. Partner with Customer Insights to define how brand health and creative effectiveness are measured (awareness, perception, campaign performance) — and use that data to continuously sharpen strategy.\n\nYou’d be a great fit if…\n\n - You have 10+ years in brand strategy, brand management, or brand marketing — and a track record of building brands that earn lasting reputation and trust.\n\n - You've navigated complex, regulated industries and know how to make bold brand work land in environments where stakes are high.\n\n - You're an exceptional cross-functional collaborator — skilled at translating business challenges into brand and communications strategies that stick.\n\n - You have strong customer-first instincts and can influence without authority, especially in ambiguous, high-stakes moments.\n\n - You're energized by fast-moving environments — comfortable with complexity, undeterred by uncertainty.\n\n - You're a force multiplier: the kind of leader who makes everyone around you better and inspires excellent work at every level.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"33a5ab4e-8032-4d42-91ea-7e6ee718a84c","title":"Senior Product Manager, Client Management","department":"All Cost Centers","team":"Product Management","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York, NY","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-09-02T17:26:12.717+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/33a5ab4e-8032-4d42-91ea-7e6ee718a84c","applyUrl":"https://jobs.ashbyhq.com/headway/33a5ab4e-8032-4d42-91ea-7e6ee718a84c/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About this role
Providers are at the heart of Headway's mission, and the tools they use every day shape both the quality of care patients receive and providers' ability to sustainably run their practice. Some of the biggest administrative drag in a provider's week comes from managing their clients — keeping a calendar current, staying on top of messages, and coordinating scheduling and intake.
As a Senior Product Manager, Client Management on our Provider Experience team, you'll own the end-to-end experience of how providers manage communication, scheduling, and intake with their clients — and lead our 0→1 bet on an AI \"front desk\" that can handle that coordination on the provider's behalf. Done well, your work helps providers spend less time on logistics and more time on care, keeps availability accurate so patients can book and show up, and makes the experience between sessions feel seamless for everyone.
What you'll own
Problem discovery, solution design, and delivery across calendar/scheduling/availability, patient↔provider messaging, client lists, and client profiles
The 0→1 strategy and execution for AI/agentic workflows that automate client coordination — defining where automation adds value and where a human stays in the loop
A clear product strategy and roadmap, translating provider and patient needs into prioritized, high-craft execution
Success metrics across provider retention, engagement, and patient access — monitoring, iterating, and raising the quality bar for your area
Tight cross-functional partnership with engineering, design, data, and clinical to ship reliable, intuitive experiences
You'd be a great fit if…
You have 5+ years of product management experience building and shipping high-craft, user-centric products with complex workflows
You operate end-to-end — from discovery and strategy through execution and iteration — and thrive in ambiguous, fast-paced environments
You bring strong product judgment and UX sensibility, and care deeply about details, edge cases, and experiences users trust
You're data-informed and use qualitative and quantitative insight together to drive decisions
You're a strong cross-functional partner who builds alignment and drives momentum without formal authority
Nice to have: you've shipped LLM/agentic product features, or worked on messaging, scheduling, or calendar surfaces
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout this role\n\nProviders are at the heart of Headway's mission, and the tools they use every day shape both the quality of care patients receive and providers' ability to sustainably run their practice. Some of the biggest administrative drag in a provider's week comes from managing their clients — keeping a calendar current, staying on top of messages, and coordinating scheduling and intake.\n\n\n\nAs a Senior Product Manager, Client Management on our Provider Experience team, you'll own the end-to-end experience of how providers manage communication, scheduling, and intake with their clients — and lead our 0→1 bet on an AI \"front desk\" that can handle that coordination on the provider's behalf. Done well, your work helps providers spend less time on logistics and more time on care, keeps availability accurate so patients can book and show up, and makes the experience between sessions feel seamless for everyone.\n\n\n\nWhat you'll own\n\n - Problem discovery, solution design, and delivery across calendar/scheduling/availability, patient↔provider messaging, client lists, and client profiles\n\n - The 0→1 strategy and execution for AI/agentic workflows that automate client coordination — defining where automation adds value and where a human stays in the loop\n\n - A clear product strategy and roadmap, translating provider and patient needs into prioritized, high-craft execution\n\n - Success metrics across provider retention, engagement, and patient access — monitoring, iterating, and raising the quality bar for your area\n\n - Tight cross-functional partnership with engineering, design, data, and clinical to ship reliable, intuitive experiences\n \n \n\nYou'd be a great fit if…\n\n - You have 5+ years of product management experience building and shipping high-craft, user-centric products with complex workflows\n\n - You operate end-to-end — from discovery and strategy through execution and iteration — and thrive in ambiguous, fast-paced environments\n\n - You bring strong product judgment and UX sensibility, and care deeply about details, edge cases, and experiences users trust\n\n - You're data-informed and use qualitative and quantitative insight together to drive decisions\n\n - You're a strong cross-functional partner who builds alignment and drives momentum without formal authority\n\n - Nice to have: you've shipped LLM/agentic product features, or worked on messaging, scheduling, or calendar surfaces\n\n\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"aa8fb61a-1ed3-4240-ae61-7f21caaafc90","title":"Technical Recruiter ","department":"All Cost Centers","team":"Talent Acquisition","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York City","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-07-08T18:36:06.737+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/aa8fb61a-1ed3-4240-ae61-7f21caaafc90","applyUrl":"https://jobs.ashbyhq.com/headway/aa8fb61a-1ed3-4240-ae61-7f21caaafc90/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Headway is hiring an experienced a Technical Recruiter to help build the engineering teams that will power our next stage of growth. You’ll partner closely with Engineering leaders to run high-impact searches, shape hiring strategy, and ensure an exceptional candidate experience from first touch to close.
As a member of the recruiting team, you’ll operate as a talent advisor, diagnosing search challenges, designing sourcing strategies, influencing stakeholder decisions, and driving predictable hiring outcomes in a high-growth environment with a high talent bar. Your work will directly shape Headway’s ability to deliver for providers and patients nationwide.
You will:
Run full-cycle searches across the engineering org, driving everything from intake to offer while partnering closely with sourcers, coordinators, and hiring teams
Act as a strategic partner to hiring managers, advising on role definition, search strategy, market realities, and funnel expectations
Use data to diagnose and improve search, quickly refining the approach and/or process as needed to accelerate progress
Build Olympic-level pipelines through targeted sourcing strategies
Ensure every search follows a structured, inclusive process that raises the hiring bar and improves consistency across teams
Deliver an exceptional candidate experience through every step of the process
You’d be a great fit if…
Bring 3+ years of full-cycle recruiting experience in high-growth, tech-enabled environments (in-house or blended agency)
Have deep experience hiring engineering roles
Operate as a business partner, using market insights and data to guide hiring managers toward better, faster decisions
Break down complex searches into clear plans, diagnosing bottlenecks and proposing solutions proactively
Manage multiple searches with structure, balancing high volume with attention to detail and predictable execution
Think creatively about sourcing to find and engage top technical talent
Care about operational excellence with a focus on constantly improving your workflow and reducing friction for candidates and stakeholders
Communicate clearly and with presence, whether aligning with hiring managers or guiding candidates through the process
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nHeadway is hiring an experienced a Technical Recruiter to help build the engineering teams that will power our next stage of growth. You’ll partner closely with Engineering leaders to run high-impact searches, shape hiring strategy, and ensure an exceptional candidate experience from first touch to close.\n\n\n\nAs a member of the recruiting team, you’ll operate as a talent advisor, diagnosing search challenges, designing sourcing strategies, influencing stakeholder decisions, and driving predictable hiring outcomes in a high-growth environment with a high talent bar. Your work will directly shape Headway’s ability to deliver for providers and patients nationwide.\n\n\n\nYou will:\n\n - Run full-cycle searches across the engineering org, driving everything from intake to offer while partnering closely with sourcers, coordinators, and hiring teams\n\n - Act as a strategic partner to hiring managers, advising on role definition, search strategy, market realities, and funnel expectations\n\n - Use data to diagnose and improve search, quickly refining the approach and/or process as needed to accelerate progress\n\n - Build Olympic-level pipelines through targeted sourcing strategies\n\n - Ensure every search follows a structured, inclusive process that raises the hiring bar and improves consistency across teams\n\n - Deliver an exceptional candidate experience through every step of the process\n\n\n\nYou’d be a great fit if…\n\n - Bring 3+ years of full-cycle recruiting experience in high-growth, tech-enabled environments (in-house or blended agency)\n\n - Have deep experience hiring engineering roles\n\n - Operate as a business partner, using market insights and data to guide hiring managers toward better, faster decisions\n\n - Break down complex searches into clear plans, diagnosing bottlenecks and proposing solutions proactively\n\n - Manage multiple searches with structure, balancing high volume with attention to detail and predictable execution\n\n - Think creatively about sourcing to find and engage top technical talent\n\n - Care about operational excellence with a focus on constantly improving your workflow and reducing friction for candidates and stakeholders\n\n - Communicate clearly and with presence, whether aligning with hiring managers or guiding candidates through the process\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"f93ea16b-2877-4344-8596-478917101bee","title":"Senior Security Engineer (Product)","department":"All Cost Centers","team":"Security","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"Remote","address":{"postalAddress":{"addressCountry":"United States"}}}],"publishedAt":"2026-07-08T18:05:23.299+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/f93ea16b-2877-4344-8596-478917101bee","applyUrl":"https://jobs.ashbyhq.com/headway/f93ea16b-2877-4344-8596-478917101bee/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.
1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.
Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.
We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
The Security team at Headway is focused on security and privacy for all of Headway’s customers - therapists, patients, and payers (ex: insurance companies and health systems). As an early member on the team, you’ll have the unique opportunity to be the builder and driver of our dedicated, in-house product and application security engineering efforts. In this role, you will partner closely with our product and engineering teams to ensure that our application is designed and developed securely so that we can maintain and grow customers’ trust in Headway.
Partner with Product and Engineering: Headway has many new product launches on the horizon that will transform the industry and have a rich data component. You will be a partner at both the design and development stage to ensure that we implement new features securely, including (but not limited to):
Participating in the implementation efforts
Doing security reviews
Helping with product design decisions
Auditing and surfacing vulnerabilities in our current products
Build Agentic Security Tooling: Move beyond rules-based automation to agentic workflows that address potential code problems at scale across our rapidly growing codebase. You'll help define what AI-native product security looks like at Headway.
Make the safe way, the easy way: Work on defining and building application guardrails so that developers can build securely by default. You also will work to instill a culture of secure development across engineering.
Assist in ongoing security operations: You will be part of the security and privacy team and have responsibilities to assist in incident response, vulnerability management, penetration testing, security reviews, and other operational tasks to ensure that our security program is operating at a world-class level.
Cloud Security: Wiz
Languages: Python 3, TypeScript
Libraries: FastAPI, SQLAlchemy, React
Datastores: Postgres, Redis
Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafka
Monitoring: Datadog, PagerDuty
Version Control: Github
Vulnerability Management: Semgrep
Have 0 → 1 security experience: You have 5+ years experience in security and/or software engineering roles with a demonstrated history of working on security-related projects or with responsibilities as a security generalist.
Strong cross-functional experience: You love partnering with other teams to help both teams achieve their goals.
Strong technical depth and breadth: You have technical experience with building secure platforms and products at a deep level. You are excited to perform security design and code reviews. You want to understand security systems and improve their efficiency and scalability.
Excited by AI’s potential: You believe AI will fundamentally reshape how product security works, and you want to be at the forefront of making that happen.
Thrive in ambiguity: You love tackling ambiguous problems in a fast-paced environment with an optimistic and energizing attitude.
Innovation at Scale: You seek opportunities to lead the industry in implementing the latest security and privacy technologies.
Results driven: You care deeply about creating impact and driving results for Headway’s business.
Mission driven: You are motivated by Headway’s mission, increasing access to high quality mental health care.
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background.
First round: You'll meet with a member of our Security Engineering team for introductions and an architecture interview. Conducted similarly to a System Design interview, we’ll learn more about your knowledge of the role of security in engineering systems and web architecture.
Final rounds: You’ll meet several more team members for technical and non-technical interviews and leave with a fuller picture of what it’s like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
The expected base pay range for this position is $218,500 - $273,125, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
#LI-SC1
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nHeadway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance. \n\n1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice. \n\nHeadway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.\n\nWe want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE\n\nThe Security team at Headway is focused on security and privacy for all of Headway’s customers - therapists, patients, and payers (ex: insurance companies and health systems). As an early member on the team, you’ll have the unique opportunity to be the builder and driver of our dedicated, in-house product and application security engineering efforts. In this role, you will partner closely with our product and engineering teams to ensure that our application is designed and developed securely so that we can maintain and grow customers’ trust in Headway. \n\n\n\n\nWHAT YOU’LL DO AT HEADWAY:\n\n - Partner with Product and Engineering: Headway has many new product launches on the horizon that will transform the industry and have a rich data component. You will be a partner at both the design and development stage to ensure that we implement new features securely, including (but not limited to): \n \n - Participating in the implementation efforts\n \n - Doing security reviews\n \n - Helping with product design decisions\n \n - Auditing and surfacing vulnerabilities in our current products \n\n - Build Agentic Security Tooling: Move beyond rules-based automation to agentic workflows that address potential code problems at scale across our rapidly growing codebase. You'll help define what AI-native product security looks like at Headway.\n\n - Make the safe way, the easy way: Work on defining and building application guardrails so that developers can build securely by default. You also will work to instill a culture of secure development across engineering. \n\n - Assist in ongoing security operations: You will be part of the security and privacy team and have responsibilities to assist in incident response, vulnerability management, penetration testing, security reviews, and other operational tasks to ensure that our security program is operating at a world-class level.\n\n\nTOOLS WE USE:\n\n - Cloud Security: Wiz\n\n - Languages: Python 3, TypeScript\n\n - Libraries: FastAPI, SQLAlchemy, React\n\n - Datastores: Postgres, Redis\n\n - Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafka\n\n - Monitoring: Datadog, PagerDuty\n\n - Version Control: Github\n\n - Vulnerability Management: Semgrep\n\n\nYOU’LL BE GREAT FOR THIS ROLE IF YOU HAVE:\n\n - Have 0 → 1 security experience: You have 5+ years experience in security and/or software engineering roles with a demonstrated history of working on security-related projects or with responsibilities as a security generalist.\n\n - Strong cross-functional experience: You love partnering with other teams to help both teams achieve their goals.\n\n - Strong technical depth and breadth: You have technical experience with building secure platforms and products at a deep level. You are excited to perform security design and code reviews. You want to understand security systems and improve their efficiency and scalability. \n\n - Excited by AI’s potential: You believe AI will fundamentally reshape how product security works, and you want to be at the forefront of making that happen.\n\n - Thrive in ambiguity: You love tackling ambiguous problems in a fast-paced environment with an optimistic and energizing attitude.\n\n - Innovation at Scale: You seek opportunities to lead the industry in implementing the latest security and privacy technologies.\n\n - Results driven: You care deeply about creating impact and driving results for Headway’s business.\n\n - Mission driven: You are motivated by Headway’s mission, increasing access to high quality mental health care.\n\n\nOUR INTERVIEW PROCESS\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background. \n\n - First round: You'll meet with a member of our Security Engineering team for introductions and an architecture interview. Conducted similarly to a System Design interview, we’ll learn more about your knowledge of the role of security in engineering systems and web architecture. \n\n - Final rounds: You’ll meet several more team members for technical and non-technical interviews and leave with a fuller picture of what it’s like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\nCOMPENSATION & BENEFITS:\n\nThe expected base pay range for this position is $218,500 - $273,125, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n#LI-SC1\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"df7c40e9-a84f-4d15-87b9-844bbde7a3a4","title":"Senior Manager, Data Science, Provider Experience","department":"All Cost Centers","team":"Data","employmentType":"FullTime","location":"New York City","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-07-28T15:33:23.288+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/df7c40e9-a84f-4d15-87b9-844bbde7a3a4","applyUrl":"https://jobs.ashbyhq.com/headway/df7c40e9-a84f-4d15-87b9-844bbde7a3a4/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As Senior Data Science Manager for Provider Experience, you will define and lead our data science strategy for our providers experience at Headway. You will report into Headway's Provider Experience Group, a mission critical pillar to becoming a practice partner for our providers all on a foundation of trust. You will partner closely with Product, Engineering, Operations, Design, Clinical and Customer Success leadership to continuously improve our relationships with providers. You will define the right questions, uncover opportunities, and work cross-functionally to turn insights into measurable improvements.
What You’ll Do
Lead and grow a high-performing team of Data Scientists, fostering a culture of technical excellence and strategic thinking.
Develop quarterly roadmaps with cross-functional partners, align Data Science resources, and oversee execution of timely and high-quality work.
Drive insights and decisions through strategic analysis, reporting, experimentation and predictive modeling.
Obsess over provider experience metrics surfacing gaps and ways to continuously improve them
Deep dive into areas we don’t fully understand to segment our data and understand where there’s opportunities to improve provider experiences.
Stay close to the data by tackling strategic projects yourself, identifying underlying trends and areas of opportunity.
Translate complex technical findings into clear, actionable recommendations for executive stakeholders.
What We’re Looking For
8+ years of experience in data science or analytics roles.
3+ years of experience managing and developing teams.
Strong product mindset and demonstrated success working in Product
Proven success partnering cross-functionally with Product, Engineering, Data, Design, Operations, Clinical and Customer Success teams
Proficiency in forecasting, experimentation, causal inference
Experience with data modeling, ideally using dbt.
Hands-on technical fluency in SQL and Python or R.
Experience adopting and championing AI-assisted tools to accelerate and automate data workflows.
Strong communication and stakeholder management skills.
Why This Role is Exciting
Help us drive engagement of our product for Providers
Influence the future for our product experience and tying to growth levers
Partner closely with senior and executive leadership and directly influence company strategy and growth.
Compensation and Benefits:
The expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE\n\nAs Senior Data Science Manager for Provider Experience, you will define and lead our data science strategy for our providers experience at Headway. You will report into Headway's Provider Experience Group, a mission critical pillar to becoming a practice partner for our providers all on a foundation of trust. You will partner closely with Product, Engineering, Operations, Design, Clinical and Customer Success leadership to continuously improve our relationships with providers. You will define the right questions, uncover opportunities, and work cross-functionally to turn insights into measurable improvements.\n\n\n\nWhat You’ll Do\n\n - Lead and grow a high-performing team of Data Scientists, fostering a culture of technical excellence and strategic thinking.\n\n - Develop quarterly roadmaps with cross-functional partners, align Data Science resources, and oversee execution of timely and high-quality work.\n\n - Drive insights and decisions through strategic analysis, reporting, experimentation and predictive modeling.\n\n - Obsess over provider experience metrics surfacing gaps and ways to continuously improve them\n\n - Deep dive into areas we don’t fully understand to segment our data and understand where there’s opportunities to improve provider experiences.\n\n - Stay close to the data by tackling strategic projects yourself, identifying underlying trends and areas of opportunity.\n\n - Translate complex technical findings into clear, actionable recommendations for executive stakeholders.\n\nWhat We’re Looking For\n\n - 8+ years of experience in data science or analytics roles.\n\n - 3+ years of experience managing and developing teams.\n\n - Strong product mindset and demonstrated success working in Product\n\n - Proven success partnering cross-functionally with Product, Engineering, Data, Design, Operations, Clinical and Customer Success teams\n\n - Proficiency in forecasting, experimentation, causal inference\n\n - Experience with data modeling, ideally using dbt.\n\n - Hands-on technical fluency in SQL and Python or R.\n\n - Experience adopting and championing AI-assisted tools to accelerate and automate data workflows.\n\n - Strong communication and stakeholder management skills.\n\nWhy This Role is Exciting\n\n - Help us drive engagement of our product for Providers\n\n - Influence the future for our product experience and tying to growth levers\n\n - Partner closely with senior and executive leadership and directly influence company strategy and growth.\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"ee410415-31ce-45ed-bc9a-662208900818","title":"Director, Payer Marketing","department":"All Cost Centers","team":"Payer Marketing","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-07-21T21:46:58.648+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/ee410415-31ce-45ed-bc9a-662208900818","applyUrl":"https://jobs.ashbyhq.com/headway/ee410415-31ce-45ed-bc9a-662208900818/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Headway is already the largest mental health network for America's leading health plans. Very few marketing leaders get to operate at a scale where their work materially shapes how mental health care works in America. This is that role.
We're looking for a Director of Payer Marketing to build and lead the function that makes Headway the most credible, trusted voice in the room whenever a payer talks about mental health. This is an enterprise B2B product marketing leader at heart — someone who translates narrative to commercial leverage, knows their audience backwards and forwards, and understands how that work builds towards outcomes: deeper relationships, stronger renewals, expanded partnerships, and better terms.
This is a player-coach role for someone who is a builder at heart. You'll set the payer-marketing strategy, build and lead a small, high-caliber team, and work hand-in-hand with our Payer/Commercial, Clinical Strategy, and Provider, Patient & Brand marketing teams.
Set the payer marketing strategy. Define the overarching positioning, narrative, and GTM plan for Headway with health plans. The payer story is never just a payer story; it's the synthesis of everything Headway is doing across the platform.
Build the function from zero. This isn't a role where you inherit a playbook — you'll define the operating model, the team structure, the cadences, and the metrics that make payer marketing a true commercial lever. You'll create milestones without being handed a roadmap and build momentum in ambiguous, high-stakes situations.
Build the category story everyone wants to be part of. Author a point of view so strong that plans, providers, and partners orient around it.
Commercialize net-new payer solutions. Partner with Product and Payer/Commercial to take new Headway offerings to market. Define what's buyable, build the proof and positioning that moves a plan from curious to committed, and orchestrate the launch moments that convert the plan relationships you've earned into net-new revenue.
Turn clinical data into proof, and proof into leverage. Partner with Clinical Strategy and Research to source evidence and translate complex data into compelling outcomes narratives, benchmarks, and a steady drumbeat of Headway-authored insight (data stories, trend reports, category POV).
Drive field marketing and enablement. Ensure Payer/Commercial has the content library, pitch decks, RFP support, case studies, and tools to grow and deepen accounts.
Activate the story in the right rooms. Plan and execute the moments that bring the narrative to life — conference presence and customer events, executive experiences and meetings, partner co-presentations, and \"to-and-through-the-payer\" enablement that equips plans to market Headway to their own members during open enrollment and AEP.
Keep us on offense with competitive intelligence. Track how competitors and adjacent players (EAPs, telehealth, MSOs, vertically integrated incumbents) position to payers, and arm leadership and commercial teams with sharp, current narratives.
Measure leverage, not just funnel. Define success around relationship depth and commercial impact.
You're an enterprise B2B product marketing leader with 10+ years of experience (including 5+ years managing teams), and a track record where positioning, messaging, GTM, enablement, and competitive intel are your core craft — not adjacent skills.
You have experience in or adjacent to health plans, value-based care, or complex B2B healthcare environments — and you're the kind of person who gets deeply curious about the nuances of a new audience fast. Knowing your audience cold is the outcome we're hiring for; the path to get there can vary.
You can point to work where marketing moved commercial outcomes — win rates, deal terms, expansion, preferred status — not just awareness or reputation. You think about narrative as leverage.
You've done expand-after-land marketing at enterprise scale — you know how to take a solution a customer has never bought before and build the commercial case, the sales enablement, and the launch moment that gets them to commit dollars to it. You don't just deepen relationships; you convert them into new product revenue.
You have strong customer-first instincts and can influence without authority, especially in ambiguous, high-stakes moments.
You're energized by fast-moving environments — comfortable with complexity, undeterred by uncertainty.
You've built from scratch — a function, a process, a go-to-market motion — not just optimized within a system someone else stood up. You know how to create structure in ambiguity.
You're proactively curious — you'd ask to sit in on a payer call, shadow a commercial conversation, or join a leadership meeting just to build your own mental model of the landscape. You don't wait to be briefed.
You're naturally multi-threaded internally. You seek out the patient team's roadmap and the provider go-to-market because you know the payer story can only be as strong as your grasp of the whole platform.
This is a rare moment — Headway is at the inflection point where scale meets credibility, and the person who builds this function will leave a lasting mark on how behavioral health is delivered and funded in America. If that sounds like the challenge you've been waiting for, we'd love to meet you.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE: \n\nHeadway is already the largest mental health network for America's leading health plans. Very few marketing leaders get to operate at a scale where their work materially shapes how mental health care works in America. This is that role.\n\nWe're looking for a Director of Payer Marketing to build and lead the function that makes Headway the most credible, trusted voice in the room whenever a payer talks about mental health. This is an enterprise B2B product marketing leader at heart — someone who translates narrative to commercial leverage, knows their audience backwards and forwards, and understands how that work builds towards outcomes: deeper relationships, stronger renewals, expanded partnerships, and better terms.\n\nThis is a player-coach role for someone who is a builder at heart. You'll set the payer-marketing strategy, build and lead a small, high-caliber team, and work hand-in-hand with our Payer/Commercial, Clinical Strategy, and Provider, Patient & Brand marketing teams.\n\n\n\n\nWHAT YOU'LL OWN:\n\n - Set the payer marketing strategy. Define the overarching positioning, narrative, and GTM plan for Headway with health plans. The payer story is never just a payer story; it's the synthesis of everything Headway is doing across the platform.\n\n - Build the function from zero. This isn't a role where you inherit a playbook — you'll define the operating model, the team structure, the cadences, and the metrics that make payer marketing a true commercial lever. You'll create milestones without being handed a roadmap and build momentum in ambiguous, high-stakes situations.\n\n - Build the category story everyone wants to be part of. Author a point of view so strong that plans, providers, and partners orient around it.\n\n - Commercialize net-new payer solutions. Partner with Product and Payer/Commercial to take new Headway offerings to market. Define what's buyable, build the proof and positioning that moves a plan from curious to committed, and orchestrate the launch moments that convert the plan relationships you've earned into net-new revenue.\n\n - Turn clinical data into proof, and proof into leverage. Partner with Clinical Strategy and Research to source evidence and translate complex data into compelling outcomes narratives, benchmarks, and a steady drumbeat of Headway-authored insight (data stories, trend reports, category POV).\n\n - Drive field marketing and enablement. Ensure Payer/Commercial has the content library, pitch decks, RFP support, case studies, and tools to grow and deepen accounts.\n\n - Activate the story in the right rooms. Plan and execute the moments that bring the narrative to life — conference presence and customer events, executive experiences and meetings, partner co-presentations, and \"to-and-through-the-payer\" enablement that equips plans to market Headway to their own members during open enrollment and AEP.\n\n - Keep us on offense with competitive intelligence. Track how competitors and adjacent players (EAPs, telehealth, MSOs, vertically integrated incumbents) position to payers, and arm leadership and commercial teams with sharp, current narratives.\n\n - Measure leverage, not just funnel. Define success around relationship depth and commercial impact.\n\n\nYOU'D BE A GREAT FIT IF…\n\n - You're an enterprise B2B product marketing leader with 10+ years of experience (including 5+ years managing teams), and a track record where positioning, messaging, GTM, enablement, and competitive intel are your core craft — not adjacent skills.\n\n - You have experience in or adjacent to health plans, value-based care, or complex B2B healthcare environments — and you're the kind of person who gets deeply curious about the nuances of a new audience fast. Knowing your audience cold is the outcome we're hiring for; the path to get there can vary.\n\n - You can point to work where marketing moved commercial outcomes — win rates, deal terms, expansion, preferred status — not just awareness or reputation. You think about narrative as leverage.\n\n - You've done expand-after-land marketing at enterprise scale — you know how to take a solution a customer has never bought before and build the commercial case, the sales enablement, and the launch moment that gets them to commit dollars to it. You don't just deepen relationships; you convert them into new product revenue.\n\n - You have strong customer-first instincts and can influence without authority, especially in ambiguous, high-stakes moments.\n\n - You're energized by fast-moving environments — comfortable with complexity, undeterred by uncertainty.\n\n - You've built from scratch — a function, a process, a go-to-market motion — not just optimized within a system someone else stood up. You know how to create structure in ambiguity.\n\n - You're proactively curious — you'd ask to sit in on a payer call, shadow a commercial conversation, or join a leadership meeting just to build your own mental model of the landscape. You don't wait to be briefed.\n\n - You're naturally multi-threaded internally. You seek out the patient team's roadmap and the provider go-to-market because you know the payer story can only be as strong as your grasp of the whole platform.\n\nThis is a rare moment — Headway is at the inflection point where scale meets credibility, and the person who builds this function will leave a lasting mark on how behavioral health is delivered and funded in America. If that sounds like the challenge you've been waiting for, we'd love to meet you.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"ca870cc4-4266-4c29-be87-1b8f5a9dd531","title":"Senior Business Development Associate, Payer Partnerships","department":"All Cost Centers","team":"Payer","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-08-31T15:51:36.921+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/ca870cc4-4266-4c29-be87-1b8f5a9dd531","applyUrl":"https://jobs.ashbyhq.com/headway/ca870cc4-4266-4c29-be87-1b8f5a9dd531/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Join us and make an impact
As a Senior Business Development Associate, you will be the commercial engine behind Headway's health plan partnerships – owning external payer relationships, driving deal strategy and content, and accelerating negotiated outcomes across the nation. This role is on the front line of rewiring mental healthcare in America.
Reporting to one of Headway's Managing Principals, you will own payer-facing workstreams end-to-end: market and buyer analysis that shapes partner prioritization, deal content and executive briefings that move negotiations forward, and recurring external touchpoints with payer counterparts. You'll do this in one of the most AI-forward commercial teams in digital health – with the expectation that you direct the tools, question their output, and own every recommendation that carries your name.
You will thrive in this role if…
You have 3+ years in consulting, BD, partnerships, or sales where you owned external relationships end-to-end – ideally with real reps operating client-facing without a safety net. Bonus points for direct healthcare experience.
You have genuine commercial instinct: you read rooms, build trust quickly, and move conversations toward outcomes.
You use AI tools fluently and skeptically – you know what they're good at, where they fail, and you never ship an output you haven't pressure-tested.
You are resourceful, scrappy, and leave no stone unturned.
You will love this role if…
You want to be in front of payers, not behind a spreadsheet – with a clear commercial track to grow into.
You want to work at the front edge of AI-enabled business development.
You thrive in ambiguity, seek out unfamiliar challenges, and shape strategy.
You are motivated to face off against one of our generation's defining problems: access to mental healthcare.
Compensation and Benefits:
The expected base pay range for this position is $90,440 - $133,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nJoin us and make an impact\n\nAs a Senior Business Development Associate, you will be the commercial engine behind Headway's health plan partnerships – owning external payer relationships, driving deal strategy and content, and accelerating negotiated outcomes across the nation. This role is on the front line of rewiring mental healthcare in America.\n\nReporting to one of Headway's Managing Principals, you will own payer-facing workstreams end-to-end: market and buyer analysis that shapes partner prioritization, deal content and executive briefings that move negotiations forward, and recurring external touchpoints with payer counterparts. You'll do this in one of the most AI-forward commercial teams in digital health – with the expectation that you direct the tools, question their output, and own every recommendation that carries your name.\n\nYou will thrive in this role if…\n\n - You have 3+ years in consulting, BD, partnerships, or sales where you owned external relationships end-to-end – ideally with real reps operating client-facing without a safety net. Bonus points for direct healthcare experience.\n\n - You have genuine commercial instinct: you read rooms, build trust quickly, and move conversations toward outcomes.\n\n - You use AI tools fluently and skeptically – you know what they're good at, where they fail, and you never ship an output you haven't pressure-tested.\n\n - You are resourceful, scrappy, and leave no stone unturned.\n\nYou will love this role if…\n\n - You want to be in front of payers, not behind a spreadsheet – with a clear commercial track to grow into.\n\n - You want to work at the front edge of AI-enabled business development.\n\n - You thrive in ambiguity, seek out unfamiliar challenges, and shape strategy.\n\n - You are motivated to face off against one of our generation's defining problems: access to mental healthcare.\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $90,440 - $133,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"89f0d2b3-f4ff-407f-abae-82b4d0de099f","title":"Staff Data Scientist - GTM ","department":"All Cost Centers","team":"Data","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York City","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-07-28T20:36:38.127+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/89f0d2b3-f4ff-407f-abae-82b4d0de099f","applyUrl":"https://jobs.ashbyhq.com/headway/89f0d2b3-f4ff-407f-abae-82b4d0de099f/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As Staff Data Scientist for Commercial GTM, you will be the overall owner of data science for Headway's commercial business. You will report into the Payer data team and will build a data science roadmap directly with Headway's Chief Commercial Officer. Accurate, proactive commercial insight is a core driver of Headway's growth, and this role is the analytical engine behind it. You will spend the majority of your time on proactive strategic analyses for the Chief Commercial Officer and for Headway's most important accounts. You will partner closely with Commercial, Payer, Finance, Product, and Operations leadership to define the right questions, uncover opportunities, and turn insights into measurable outcomes — while serving as the technical anchor for other data scientists working across our commercial agreements.
What you will do
Everything in the Senior role, plus:
Own the commercial data science roadmap end to end, building it directly with Headway's Chief Commercial Officer and aligning it to the priorities of the Payer pillar.
Lead proactive strategic analyses for the Chief Commercial Officer and for Headway's most important accounts — where you'll spend the majority of your time.
Serve as a watchtower for the key metrics across all commercial agreements, surfacing risks and opportunities before they become problems.
Enable self-service analytics for the commercial team, building the definitions, dashboards, and durable assets that let partners answer their own questions with confidence.
Serve as technical lead for other data scientists working on commercial, providing strong technical review, mentorship, and raising the bar for rigor.
Translate complex technical findings into clear, actionable recommendations for executive stakeholders.
What will make you successful
10+ years of experience in data science or analytics roles.
Strong executive presence and stakeholder management skills, with a proven ability to earn trust and build a roadmap directly with senior and executive partners.
Significant go-to-market experience and specialization is strongly preferred; strong candidates who meet our other criteria and are eager to build go-to-market expertise are also encouraged to apply.
Proven success partnering cross-functionally with Commercial, Payer, Finance, Product, and Operations teams.
Expertise in forecasting and causal inference, including common failure modes and how to design around them.
Expert fluency in SQL and strong proficiency in Python or R, including building reliable, reusable analytical workflows; experience with data modeling, ideally using dbt.
Experience adopting and championing AI-assisted tools to accelerate and automate data workflows.
A track record of influencing executive decisions with clear recommendations and measurable outcomes.
Why this role is exciting
Own commercial data science end to end and shape the strategy of Headway's businesses.
Partner directly with the Chief Commercial Officer and executive leadership to influence company strategy and growth.
Serve as the technical anchor for a growing data science team working on Headway's most important accounts.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE\n\nAs Staff Data Scientist for Commercial GTM, you will be the overall owner of data science for Headway's commercial business. You will report into the Payer data team and will build a data science roadmap directly with Headway's Chief Commercial Officer. Accurate, proactive commercial insight is a core driver of Headway's growth, and this role is the analytical engine behind it. You will spend the majority of your time on proactive strategic analyses for the Chief Commercial Officer and for Headway's most important accounts. You will partner closely with Commercial, Payer, Finance, Product, and Operations leadership to define the right questions, uncover opportunities, and turn insights into measurable outcomes — while serving as the technical anchor for other data scientists working across our commercial agreements.\n\n\n\nWhat you will do \n\nEverything in the Senior role, plus:\n\n - Own the commercial data science roadmap end to end, building it directly with Headway's Chief Commercial Officer and aligning it to the priorities of the Payer pillar.\n\n - Lead proactive strategic analyses for the Chief Commercial Officer and for Headway's most important accounts — where you'll spend the majority of your time.\n\n - Serve as a watchtower for the key metrics across all commercial agreements, surfacing risks and opportunities before they become problems.\n\n - Enable self-service analytics for the commercial team, building the definitions, dashboards, and durable assets that let partners answer their own questions with confidence.\n\n - Serve as technical lead for other data scientists working on commercial, providing strong technical review, mentorship, and raising the bar for rigor.\n\n - Translate complex technical findings into clear, actionable recommendations for executive stakeholders.\n\n\n\nWhat will make you successful \n\n - 10+ years of experience in data science or analytics roles.\n\n - Strong executive presence and stakeholder management skills, with a proven ability to earn trust and build a roadmap directly with senior and executive partners.\n\n - Significant go-to-market experience and specialization is strongly preferred; strong candidates who meet our other criteria and are eager to build go-to-market expertise are also encouraged to apply.\n\n - Proven success partnering cross-functionally with Commercial, Payer, Finance, Product, and Operations teams.\n\n - Expertise in forecasting and causal inference, including common failure modes and how to design around them.\n\n - Expert fluency in SQL and strong proficiency in Python or R, including building reliable, reusable analytical workflows; experience with data modeling, ideally using dbt.\n\n - Experience adopting and championing AI-assisted tools to accelerate and automate data workflows.\n\n - A track record of influencing executive decisions with clear recommendations and measurable outcomes.\n\n\n\nWhy this role is exciting \n\n - Own commercial data science end to end and shape the strategy of Headway's businesses.\n\n - Partner directly with the Chief Commercial Officer and executive leadership to influence company strategy and growth.\n\n - Serve as the technical anchor for a growing data science team working on Headway's most important accounts.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"d754d0e2-2a1b-4906-88b5-6ed0bfb109f8","title":"People Operations Program Manager","department":"All Cost Centers","team":"People","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-08-03T22:29:08.414+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/d754d0e2-2a1b-4906-88b5-6ed0bfb109f8","applyUrl":"https://jobs.ashbyhq.com/headway/d754d0e2-2a1b-4906-88b5-6ed0bfb109f8/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About the Role
Headway is hiring a People Operations Program Manager to serve as a strategic partner for our People team, building the systems, automations, and agentic workflows that make our teams faster and more data-informed. This role sits at the intersection of HR operations and AI-powered tooling, owning the infrastructure that enables our People team to operate at scale.
You'll own the build end-to-end, scoping problems in partnership with the HRBP team, designing the solution, launching it, and iterating based on what you learn. You'll be a builder, a systems thinker, and a trusted partner to the people doing the hard work of managing Headway's talent base.
Own HR Business Partner (HRBP) enablement end-to-end; design, launch, and iterate on agentic tooling that make our HRBPs more effective
Design and maintain manager operational workflows, the playbooks, tooling, and automations that help managers run their teams with less friction and more confidence
Own the build-out and maintenance of dashboards for functional org health analytics, partnering with HR leadership to define the metrics that matter and making them visible and actionable in real time
Lead automation of employee processes, building structured, compliant workflows that reduce manual steps and ensure consistency
Champion responsible AI use within the HR function, partnering with Legal and IT to establish guardrails around employee data and ensure agentic HR workflows comply with employment law
Define success metrics for everything you own; your KPIs will include automations shipped, workflow adoption, and dashboard engagement
Own outcomes rather than outputs: gather feedback, read signals, and iterate on your programs and the workflows underneath them to ensure they deliver value
You've owned HR operations or People programs end-to-end, designed the experience, managed the rollout, measured the impact, and iterated
AI tools are genuinely part of how you work today; you use them, you have opinions about them, and you're already experimenting with building workflows and automations
You can build or meaningfully contribute to agentic tools; you understand how LLMs work well enough to design prompts, evaluate outputs, and create workflows others can use
You're comfortable getting hands-on with data and tooling to make outcomes visible; whether that's building a dashboard, wiring up an automation, or digging into an HRIS
You bring structure to ambiguity
You've worked closely with HRBPs or in an HR generalist function and understand what slows HR teams down and how to fix it
You have a strong yet adaptable communication style and can work effectively across HR, Legal, Engineering, and business teams
You have managed complex, cross-functional programs with multiple stakeholders and competing timelines and have a system for keeping things on track
You’ve built or maintained people analytics dashboards and know how to translate HR data into actionable insights for business leaders and managers
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout the Role\n\nHeadway is hiring a People Operations Program Manager to serve as a strategic partner for our People team, building the systems, automations, and agentic workflows that make our teams faster and more data-informed. This role sits at the intersection of HR operations and AI-powered tooling, owning the infrastructure that enables our People team to operate at scale.\n\n\n\nYou'll own the build end-to-end, scoping problems in partnership with the HRBP team, designing the solution, launching it, and iterating based on what you learn. You'll be a builder, a systems thinker, and a trusted partner to the people doing the hard work of managing Headway's talent base.\n\n\n\n\nYOU WILL\n\n - Own HR Business Partner (HRBP) enablement end-to-end; design, launch, and iterate on agentic tooling that make our HRBPs more effective\n\n - Design and maintain manager operational workflows, the playbooks, tooling, and automations that help managers run their teams with less friction and more confidence\n\n - Own the build-out and maintenance of dashboards for functional org health analytics, partnering with HR leadership to define the metrics that matter and making them visible and actionable in real time\n\n - Lead automation of employee processes, building structured, compliant workflows that reduce manual steps and ensure consistency\n\n - Champion responsible AI use within the HR function, partnering with Legal and IT to establish guardrails around employee data and ensure agentic HR workflows comply with employment law\n\n - Define success metrics for everything you own; your KPIs will include automations shipped, workflow adoption, and dashboard engagement\n\n - Own outcomes rather than outputs: gather feedback, read signals, and iterate on your programs and the workflows underneath them to ensure they deliver value\n\n\nYOU'D BE A GREAT FIT IF…\n\n - You've owned HR operations or People programs end-to-end, designed the experience, managed the rollout, measured the impact, and iterated\n\n - AI tools are genuinely part of how you work today; you use them, you have opinions about them, and you're already experimenting with building workflows and automations\n\n - You can build or meaningfully contribute to agentic tools; you understand how LLMs work well enough to design prompts, evaluate outputs, and create workflows others can use\n\n - You're comfortable getting hands-on with data and tooling to make outcomes visible; whether that's building a dashboard, wiring up an automation, or digging into an HRIS\n\n - You bring structure to ambiguity\n\n - You've worked closely with HRBPs or in an HR generalist function and understand what slows HR teams down and how to fix it\n\n - You have a strong yet adaptable communication style and can work effectively across HR, Legal, Engineering, and business teams\n\n - You have managed complex, cross-functional programs with multiple stakeholders and competing timelines and have a system for keeping things on track\n\n - You’ve built or maintained people analytics dashboards and know how to translate HR data into actionable insights for business leaders and managers\n \n \n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"afe5f22a-7251-47ad-8cb0-2aad2399b43b","title":"Contract Technical Recruiter","department":"All Cost Centers","team":"Talent Acquisition","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-08-01T12:43:16.951+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/afe5f22a-7251-47ad-8cb0-2aad2399b43b","applyUrl":"https://jobs.ashbyhq.com/headway/afe5f22a-7251-47ad-8cb0-2aad2399b43b/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Headway is hiring Contract Technical Recruiters to help build the engineering teams that will power our next stage of growth. You’ll partner closely with the larger Headway Engineering Recruiting team to run high-impact searches alongside Engineering leaders, focusing on selling, pitching, and closing high quality candidates who will make immediate impact on our mission.
As a member of the recruiting team, you’ll operate as a talent partner and collaborator with hiring managers and the larger TA team, driving predictable hiring outcomes in a high-growth environment with a high talent bar. Your work will directly shape Headway’s ability to deliver for providers and patients nationwide.
You will:
Support full-cycle searches across the engineering org, spanning both aggressive sourcing at top of funnel and strategic close motions in late stages
Partner closely with Senior Recruiters on the Eng Recruiting team as well as coordinators, interviewers, and hiring managers
Act as a strategic and adaptable partner to hiring managers, quickly refining the approach and/or process as needed to accelerate progress
Build Olympic-level pipelines through targeted sourcing strategies
Ensure every candidate follows a consistent, structured, inclusive process that raises teh hiring bar and improves consistency across teams
Deliver an exceptional candidate experience through every step of the process
You’d be a great fit if you…
Bring 3+ years of full-cycle recruiting experience in high-growth, tech-enabled environments (in-house, agency, or relevant experience even if you didn't carry the TA title)
Have a proven ability to learn new domains quickly and efficiently and can immediately begin delivering value when provided with a new focus
Operate as a strategic and positive partner to your stakeholders, maintaining progress and acting as a true collaborator even in moments of ambiguity
Can break down complex searches into clear plans, diagnosing challenges and proposing solutions proactively
Manage multiple workstreams with structure, balancing high volume with attention to detail and predictable execution
Think creatively about sourcing and outreach to find and engage top technical talent
Care about operational excellence with a focus on constantly improving your workflow and reducing friction for candidates and stakeholders
Communicate clearly and with presence, whether aligning with hiring managers or guiding candidates through the process
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nHeadway is hiring Contract Technical Recruiters to help build the engineering teams that will power our next stage of growth. You’ll partner closely with the larger Headway Engineering Recruiting team to run high-impact searches alongside Engineering leaders, focusing on selling, pitching, and closing high quality candidates who will make immediate impact on our mission.\n\n \n\nAs a member of the recruiting team, you’ll operate as a talent partner and collaborator with hiring managers and the larger TA team, driving predictable hiring outcomes in a high-growth environment with a high talent bar. Your work will directly shape Headway’s ability to deliver for providers and patients nationwide.\n\n \n\nYou will:\n\n - Support full-cycle searches across the engineering org, spanning both aggressive sourcing at top of funnel and strategic close motions in late stages\n\n - Partner closely with Senior Recruiters on the Eng Recruiting team as well as coordinators, interviewers, and hiring managers\n\n - Act as a strategic and adaptable partner to hiring managers, quickly refining the approach and/or process as needed to accelerate progress\n\n - Build Olympic-level pipelines through targeted sourcing strategies\n\n - Ensure every candidate follows a consistent, structured, inclusive process that raises teh hiring bar and improves consistency across teams\n\n - Deliver an exceptional candidate experience through every step of the process\n\n \n\nYou’d be a great fit if you…\n\n - Bring 3+ years of full-cycle recruiting experience in high-growth, tech-enabled environments (in-house, agency, or relevant experience even if you didn't carry the TA title)\n\n - Have a proven ability to learn new domains quickly and efficiently and can immediately begin delivering value when provided with a new focus\n\n - Operate as a strategic and positive partner to your stakeholders, maintaining progress and acting as a true collaborator even in moments of ambiguity\n\n - Can break down complex searches into clear plans, diagnosing challenges and proposing solutions proactively\n\n - Manage multiple workstreams with structure, balancing high volume with attention to detail and predictable execution\n\n - Think creatively about sourcing and outreach to find and engage top technical talent\n\n - Care about operational excellence with a focus on constantly improving your workflow and reducing friction for candidates and stakeholders\n\n - Communicate clearly and with presence, whether aligning with hiring managers or guiding candidates through the process\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"8fcee488-348a-49d3-9594-7eb6e588c24a","title":"Senior Counsel, Product","department":"All Cost Centers","team":"Legal","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-08-26T21:39:09.024+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/8fcee488-348a-49d3-9594-7eb6e588c24a","applyUrl":"https://jobs.ashbyhq.com/headway/8fcee488-348a-49d3-9594-7eb6e588c24a/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As Senior Counsel, Product, you will be a key strategic partner responsible for partnering with our R&D (product and engineering) teams to support innovation during a pivotal growth phase. This is a unique opportunity to join a mission-driven healthcare technology company where legal is viewed as a strategic partner rather than a roadblock. You will serve as the primary product attorney and thought partner for specific Headway's Product and Engineering team groups and pods, with particular focus on AI, data usage, and health laws and regulations that impact the build of innovative technology products. While we prefer candidates based in New York and San Francisco, we will consider exceptional candidates nationwide.
In this role, you will:
Serve as embedded regulatory thought partner to Engineering, Product and partner Operations groups and pods, providing real-time guidance on use of technology in healthcare delivery, AI, and clinical modalities in health technology.
Translate complex AI, data use, and healthcare laws and regulations, and related subregulatory guidance, into practical guidance and tools that Engineering, Product and Operations teams can easily understand and implement. These include but are not limited to: TCPA, COPPA, CAN-SPAM, NIST AI RMF and the Generative AI Profile, FDA Software as a Medical Device, FTC Advertising and Marketing and Health Claims marketing guidance.
Anticipate regulatory challenges and proactively develop solutions that enable business objectives while mitigating risk
Build strong relationships across teams to position guidance as a business enabler rather than an obstacle
You would be a great fit if you have:
5-7+ years of post bar admittance legal experience with significant healthcare regulatory expertise, particularly in health technology and product counseling
Deep understanding of multi-state healthcare regulations in evolving regulatory environments
Experience serving as a trusted advisor to Engineering, Product, and/or Operations teams in a healthcare technology environment
Proven ability to translate complex healthcare regulatory requirements into clear, actionable guidance for non-legal stakeholders
Track record of balancing business risk appetite with business objectives in fast-paced organizations
Strong communication skills and political savvy to navigate competing priorities and build effective partnerships
JD from accredited law school and active bar membership in good standing (ability to register as NY in-house counsel required)
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAs Senior Counsel, Product, you will be a key strategic partner responsible for partnering with our R&D (product and engineering) teams to support innovation during a pivotal growth phase. This is a unique opportunity to join a mission-driven healthcare technology company where legal is viewed as a strategic partner rather than a roadblock. You will serve as the primary product attorney and thought partner for specific Headway's Product and Engineering team groups and pods, with particular focus on AI, data usage, and health laws and regulations that impact the build of innovative technology products. While we prefer candidates based in New York and San Francisco, we will consider exceptional candidates nationwide.\n\nIn this role, you will:\n\n - Serve as embedded regulatory thought partner to Engineering, Product and partner Operations groups and pods, providing real-time guidance on use of technology in healthcare delivery, AI, and clinical modalities in health technology.\n\n - Translate complex AI, data use, and healthcare laws and regulations, and related subregulatory guidance, into practical guidance and tools that Engineering, Product and Operations teams can easily understand and implement. These include but are not limited to: TCPA, COPPA, CAN-SPAM, NIST AI RMF and the Generative AI Profile, FDA Software as a Medical Device, FTC Advertising and Marketing and Health Claims marketing guidance.\n\n - Anticipate regulatory challenges and proactively develop solutions that enable business objectives while mitigating risk\n\n - Build strong relationships across teams to position guidance as a business enabler rather than an obstacle\n\nYou would be a great fit if you have:\n\n - 5-7+ years of post bar admittance legal experience with significant healthcare regulatory expertise, particularly in health technology and product counseling\n\n - Deep understanding of multi-state healthcare regulations in evolving regulatory environments\n\n - Experience serving as a trusted advisor to Engineering, Product, and/or Operations teams in a healthcare technology environment\n\n - Proven ability to translate complex healthcare regulatory requirements into clear, actionable guidance for non-legal stakeholders\n\n - Track record of balancing business risk appetite with business objectives in fast-paced organizations\n\n - Strong communication skills and political savvy to navigate competing priorities and build effective partnerships\n\n - JD from accredited law school and active bar membership in good standing (ability to register as NY in-house counsel required)\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"726a7dea-6f4b-4ad9-a694-104a66c8038b","title":"Senior Product Designer, Client Management","department":"All Cost Centers","team":"Product Design","employmentType":"FullTime","location":"New York City","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-08-04T15:09:08.392+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/726a7dea-6f4b-4ad9-a694-104a66c8038b","applyUrl":"https://jobs.ashbyhq.com/headway/726a7dea-6f4b-4ad9-a694-104a66c8038b/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About Provider Experience At Headway:
Providers run their entire practice on Headway and the tools they use every day shape both the quality of care patients receive and providers' ability to sustainably run their practice. Some of the biggest administrative burdens in a provider's week comes from managing their calendar, staying on top of messages, and coordinating scheduling with their clients.
About This Role:
As a Senior Designer leading our new Client Management pod, you'll own the design of Headway's calendar, scheduling, and messaging experiences. These are the surfaces thousands of providers touch every day. You'll bring systems-minded craft to complex, state-heavy problems (availability, booking and reschedule, timezones, notifications, provider–patient messaging) and keep it all coherent with how providers manage their clients. Your work helps providers spend less time on logistics and more time on care, and keeps availability accurate so patients can book.
Our design team works AI-first. Designers use Claude Code and Cursor to prototype, ideate, and ship improvements to our codebase. We want designers who already work this way and treat AI as a primary part of their practice.
What You'll Own:
Calendar & scheduling. Availability, booking and reschedule flows, Google Calendar OAuth, and getting the hard states right (timezones, conflicts, edge cases).
Messaging. Provider–patient messaging, attachments, and the notification/reminder system around it.
EHR-craft papercuts. Systematically identify and fix the highest-value usability issues providers have flagged across these surfaces.
Coherence with client management. Keep scheduling and messaging consistent with how providers manage their client list and profiles, in partnership with Product.
Research & craft. Talk to providers with the research team's support; raise the craft bar and contribute scheduling/messaging patterns to the Helix design system.
You'll Be a Great Fit If You:
Have 5+ years of product design experience, with real time spent on complex, workflow-heavy product surfaces.
Bring exceptional visual and interaction craft. You sweat the edge cases and states that make workflow surfaces trustworthy.
Are a systems thinker who can take a messy, multi-state problem and shape it into a coherent experience.
Are data-informed: you use qualitative and quantitative insight together to drive decisions.
Are a strong cross-functional partner who builds alignment and drives momentum with PM, Eng, and Data.
Prototype and test ideas quickly with Claude Code, Cursor, or your AI tool of choice. AI generates the pixels and prototype. You define the patterns, behaviors, and quality bar.
Want your work to make a meaningful difference — these surfaces shape how providers run their practice and how reliably patients get care.
Compensation & Benefits:
The expected base pay range for this position is $180,000 - $225,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout Provider Experience At Headway:\n\nProviders run their entire practice on Headway and the tools they use every day shape both the quality of care patients receive and providers' ability to sustainably run their practice. Some of the biggest administrative burdens in a provider's week comes from managing their calendar, staying on top of messages, and coordinating scheduling with their clients. \n\nAbout This Role:\n\nAs a Senior Designer leading our new Client Management pod, you'll own the design of Headway's calendar, scheduling, and messaging experiences. These are the surfaces thousands of providers touch every day. You'll bring systems-minded craft to complex, state-heavy problems (availability, booking and reschedule, timezones, notifications, provider–patient messaging) and keep it all coherent with how providers manage their clients. Your work helps providers spend less time on logistics and more time on care, and keeps availability accurate so patients can book.\n\nOur design team works AI-first. Designers use Claude Code and Cursor to prototype, ideate, and ship improvements to our codebase. We want designers who already work this way and treat AI as a primary part of their practice.\n\nWhat You'll Own:\n\n - Calendar & scheduling. Availability, booking and reschedule flows, Google Calendar OAuth, and getting the hard states right (timezones, conflicts, edge cases).\n\n - Messaging. Provider–patient messaging, attachments, and the notification/reminder system around it.\n\n - EHR-craft papercuts. Systematically identify and fix the highest-value usability issues providers have flagged across these surfaces.\n\n - Coherence with client management. Keep scheduling and messaging consistent with how providers manage their client list and profiles, in partnership with Product.\n\n - Research & craft. Talk to providers with the research team's support; raise the craft bar and contribute scheduling/messaging patterns to the Helix design system.\n\nYou'll Be a Great Fit If You:\n\n - Have 5+ years of product design experience, with real time spent on complex, workflow-heavy product surfaces.\n\n - Bring exceptional visual and interaction craft. You sweat the edge cases and states that make workflow surfaces trustworthy.\n\n - Are a systems thinker who can take a messy, multi-state problem and shape it into a coherent experience.\n\n - Are data-informed: you use qualitative and quantitative insight together to drive decisions.\n\n - Are a strong cross-functional partner who builds alignment and drives momentum with PM, Eng, and Data.\n\n - Prototype and test ideas quickly with Claude Code, Cursor, or your AI tool of choice. AI generates the pixels and prototype. You define the patterns, behaviors, and quality bar.\n\n - Want your work to make a meaningful difference — these surfaces shape how providers run their practice and how reliably patients get care.\n\nCompensation & Benefits:\n\nThe expected base pay range for this position is $180,000 - $225,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"1fcb5168-83d0-4d06-9b20-b8f2b6a3be3f","title":"Principal Product Manager, Payer & Outcomes Data","department":"All Cost Centers","team":"Product Management","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York, NY","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-09-09T16:49:48.394+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/1fcb5168-83d0-4d06-9b20-b8f2b6a3be3f","applyUrl":"https://jobs.ashbyhq.com/headway/1fcb5168-83d0-4d06-9b20-b8f2b6a3be3f/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Headway's relationship with payers is evolving from a credentialing and billing partner to something much more valuable: a network that can prove what it delivers. The Payer & Patient Outcomes team owns that transformation — building the products, data infrastructure, and measurement frameworks that let Headway walk into a payer conversation and say, with evidence, what clinical outcomes we drive, for which patients, at what cost.
We work at the intersection of clinical strategy, data engineering, and commercial — and we're building infrastructure that doesn't exist yet in behavioral health at scale.
We're hiring a Principal PM to own the most foundational problem on the team: building the data layer that makes every Headway patient legible — what clinical segment they're in, what outcomes we should expect for them, and what their care costs relative to alternatives.
Today, that infrastructure doesn't exist. We have PROMs data and growing claims visibility, but we can't yet answer the questions that matter most to payers: Is it working? Is it worth it? This role exists to change that.
You'll define and ship the product systems that close that gap — partnering with data engineering, data science, and clinical strategy to build something durable and auditable, not just internally coherent.
The patient segmentation and stratification infrastructure — the product that classifies every Headway patient by clinical profile, behavioral signals, and known drivers of clinical outcomes, making that classification defensible and predictive at scale
The cost of care measurement layer — integrating internal and external cost data to give each patient and segment a Headway cost basis and a market comparison, auditable by payers on their own terms
Payer-facing data products — the reporting and data interfaces that translate our internal infrastructure into payer-legible population summaries, powering every commercial conversation our BD team has
The data strategy for the outcomes team — defining what we build, what we buy, what we defer, and in what order; setting the architectural vision and owning the cross-functional alignment to execute it
You've owned complex data infrastructure products end-to-end — not just analytics or reporting, but systems other teams depend on
You're deeply technically proficient — you write complex SQL, engage with statistical methods, and work as a near-peer to data scientists rather than delegating all data work
You've had your numbers challenged by an external party — a payer, a regulator, an auditor — and you know what it takes to make a cost or outcome claim actually hold up
You're comfortable operating without a playbook — you've set product strategy in ambiguous domains and made sharp bets about what to build, buy, or defer
You've aligned engineering, clinical, and commercial stakeholders around a shared data vision without any of them reporting to you
Bonus: you have direct experience with claims data, episode cost modeling, or risk stratification; or you transitioned into PM from a data science or analytics engineering background.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE PAYER & PATIENT OUTCOMES TEAM AT HEADWAY\n\nHeadway's relationship with payers is evolving from a credentialing and billing partner to something much more valuable: a network that can prove what it delivers. The Payer & Patient Outcomes team owns that transformation — building the products, data infrastructure, and measurement frameworks that let Headway walk into a payer conversation and say, with evidence, what clinical outcomes we drive, for which patients, at what cost.\n\nWe work at the intersection of clinical strategy, data engineering, and commercial — and we're building infrastructure that doesn't exist yet in behavioral health at scale.\n\n\n\n\nABOUT THIS ROLE\n\nWe're hiring a Principal PM to own the most foundational problem on the team: building the data layer that makes every Headway patient legible — what clinical segment they're in, what outcomes we should expect for them, and what their care costs relative to alternatives.\n\nToday, that infrastructure doesn't exist. We have PROMs data and growing claims visibility, but we can't yet answer the questions that matter most to payers: Is it working? Is it worth it? This role exists to change that.\n\nYou'll define and ship the product systems that close that gap — partnering with data engineering, data science, and clinical strategy to build something durable and auditable, not just internally coherent.\n\n\n\n\nWHAT YOU'LL OWN\n\n - The patient segmentation and stratification infrastructure — the product that classifies every Headway patient by clinical profile, behavioral signals, and known drivers of clinical outcomes, making that classification defensible and predictive at scale\n\n - The cost of care measurement layer — integrating internal and external cost data to give each patient and segment a Headway cost basis and a market comparison, auditable by payers on their own terms\n\n - Payer-facing data products — the reporting and data interfaces that translate our internal infrastructure into payer-legible population summaries, powering every commercial conversation our BD team has\n\n - The data strategy for the outcomes team — defining what we build, what we buy, what we defer, and in what order; setting the architectural vision and owning the cross-functional alignment to execute it\n\n\n\n\nYOU'D BE A GREAT FIT IF…\n\n - You've owned complex data infrastructure products end-to-end — not just analytics or reporting, but systems other teams depend on\n\n - You're deeply technically proficient — you write complex SQL, engage with statistical methods, and work as a near-peer to data scientists rather than delegating all data work\n\n - You've had your numbers challenged by an external party — a payer, a regulator, an auditor — and you know what it takes to make a cost or outcome claim actually hold up\n\n - You're comfortable operating without a playbook — you've set product strategy in ambiguous domains and made sharp bets about what to build, buy, or defer\n\n - You've aligned engineering, clinical, and commercial stakeholders around a shared data vision without any of them reporting to you\n\nBonus: you have direct experience with claims data, episode cost modeling, or risk stratification; or you transitioned into PM from a data science or analytics engineering background.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"c22233f6-3143-4cb4-9c0c-8119e7ae7629","title":"Staff Software Engineer - Experimentation","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York City","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-08-10T18:27:34.837+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/c22233f6-3143-4cb4-9c0c-8119e7ae7629","applyUrl":"https://jobs.ashbyhq.com/headway/c22233f6-3143-4cb4-9c0c-8119e7ae7629/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).
Principles that guide us:
Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapists to better solve the problems they're facing.
Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration
Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.
Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.
Tools we use:
Languages: Python 3, TypeScript
Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix
Experimentation & Analytics: LaunchDarkly, Statsig, dbt, Snowflake
Datastores: Postgres, Redis
Infrastructure: AWS (Fargate, ECS, S3, and more), Cloudflare, Spark and Kafka
Monitoring: Datadog, PagerDuty, Sentry
Version Control: Github
We are looking for a Staff Software Engineer to own how Headway runs experiments. \"Ship small, learn fast\" is the second principle on the list above, and experimentation is how we actually do it: eleven teams have run hundreds of experiments deciding how patients find a therapist, how quickly new providers get up and running, whether our AI products are working, and how we collect the clinical outcomes data that proves care is effective. You will own the platform all of that runs on.
This is a hands-on technical leadership role with unusually wide reach. You will design and build the core primitives, including how users are assigned to experiments, how we record what someone actually saw, and how we recognize the same person across devices and between browsing anonymously and signing in. You will decide what our long-term experimentation and feature flagging stack should be; we run LaunchDarkly and Statsig today, and that architecture is yours to evaluate and consolidate. You will also make AI a real part of the workflow, from validating an experiment's setup before it starts to catching a broken experiment automatically instead of discovering it in a Slack thread a week later.
You will also evolve our experimentation capabilities to expand into market-based testing. Headway is a multi-sided marketplace, so we frequently need to change something for therapists and measure what happens to patients, which changes both how a test must be designed and how it can be analyzed. We need to test whole geographic markets, not just individual users. We need to hold groups out for long stretches to understand real long-term impact. These capabilities are well understood in the industry and we have not built them yet, and they are the ones our business needs next.
The job is a platform and a program in equal measure. Half of it is the technical foundation. The other half is raising how well the whole company experiments: the defaults, the review, the documentation, and the education that let a team run a trustworthy experiment without needing you in the room. You will gather needs from teams who all want something different, sequence them into a roadmap, and say no clearly, which means acting as part technical product manager for your own platform.
You will sit in the Patient org, where the highest volume of experiments happens, and serve the whole company. Trustworthy results are shared ownership. You will own assignment, exposure, and the experiment data pipelines, which are the parts of the chain that are engineering problems. You will work closely with Data Science, who own statistical methodology, and with the teams who own our event tracking and metric definitions, because a number is only as trustworthy as the weakest link in that chain.
We are looking for a Staff level engineer who wants their impact measured by what other teams can now do. You think in systems, you are uncomfortable with numbers you cannot explain, and you raise the bar for the people around you.
You have owned an experimentation or feature flagging stack end to end rather than only used one. Whether you built it from first principles or built the missing pieces on top of a vendor matters far less to us than having been accountable for whether the results were correct.
You have built the parts that do not come out of the box: assignment that persists correctly, exposure that reflects what a user actually saw, identity resolved across sessions and devices, or the diagnostics that catch a broken experiment early.
You are fluent enough in the statistics to be a real partner to data scientists. You can tell the difference between a result that is weak and a result that is invalid, and you can hold your position on a measurement question with someone who does this full time.
You have debugged the hard class of measurement bugs: traffic that split unevenly, users who ended up in both arms, effects that vanished once you looked at who was actually exposed, identity that broke between anonymous and logged-in sessions.
You have built a program and not only a platform. You have measurably raised how well an organization experiments through defaults, templates, review, and teaching, not only through code.
You have made a build versus buy call on a platform and lived with it. You can reason about vendor risk and about where a warehouse-native approach beats a hosted one.
You have landed a migration on teams that did not ask for one, by making the new path easier than the old path rather than by mandate.
You use AI as genuine leverage in your work and you have clear opinions about where it must not be trusted without a human.
You have driven technical direction beyond your own team through design documents, reviews, and planning cycles, and you regularly mentor senior engineers.
You are willing to flex across the stack. This role touches backend services, front end rendering, CDN behavior, and the data warehouse.
Experience with multi-sided marketplaces, growth or search and ranking systems, or healthcare is a plus, though none is required.
Compensation and Benefits:
The expected base pay range for this position is $265,000-$331,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT ENGINEERING AT HEADWAY\n\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).\n\nPrinciples that guide us:\n\n - Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapists to better solve the problems they're facing.\n\n - Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration\n\n - Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.\n\n - Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.\n\nTools we use:\n\n - Languages: Python 3, TypeScript\n\n - Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix\n\n - Experimentation & Analytics: LaunchDarkly, Statsig, dbt, Snowflake\n\n - Datastores: Postgres, Redis\n\n - Infrastructure: AWS (Fargate, ECS, S3, and more), Cloudflare, Spark and Kafka\n\n - Monitoring: Datadog, PagerDuty, Sentry\n\n - Version Control: Github\n\n\nABOUT THE ROLE\n\nWe are looking for a Staff Software Engineer to own how Headway runs experiments. \"Ship small, learn fast\" is the second principle on the list above, and experimentation is how we actually do it: eleven teams have run hundreds of experiments deciding how patients find a therapist, how quickly new providers get up and running, whether our AI products are working, and how we collect the clinical outcomes data that proves care is effective. You will own the platform all of that runs on.\n\n\n\nThis is a hands-on technical leadership role with unusually wide reach. You will design and build the core primitives, including how users are assigned to experiments, how we record what someone actually saw, and how we recognize the same person across devices and between browsing anonymously and signing in. You will decide what our long-term experimentation and feature flagging stack should be; we run LaunchDarkly and Statsig today, and that architecture is yours to evaluate and consolidate. You will also make AI a real part of the workflow, from validating an experiment's setup before it starts to catching a broken experiment automatically instead of discovering it in a Slack thread a week later.\n\n\n\nYou will also evolve our experimentation capabilities to expand into market-based testing. Headway is a multi-sided marketplace, so we frequently need to change something for therapists and measure what happens to patients, which changes both how a test must be designed and how it can be analyzed. We need to test whole geographic markets, not just individual users. We need to hold groups out for long stretches to understand real long-term impact. These capabilities are well understood in the industry and we have not built them yet, and they are the ones our business needs next.\n\n\n\nThe job is a platform and a program in equal measure. Half of it is the technical foundation. The other half is raising how well the whole company experiments: the defaults, the review, the documentation, and the education that let a team run a trustworthy experiment without needing you in the room. You will gather needs from teams who all want something different, sequence them into a roadmap, and say no clearly, which means acting as part technical product manager for your own platform.\n\n\n\nYou will sit in the Patient org, where the highest volume of experiments happens, and serve the whole company. Trustworthy results are shared ownership. You will own assignment, exposure, and the experiment data pipelines, which are the parts of the chain that are engineering problems. You will work closely with Data Science, who own statistical methodology, and with the teams who own our event tracking and metric definitions, because a number is only as trustworthy as the weakest link in that chain.\n\n\n\n\nWHO YOU ARE\n\nWe are looking for a Staff level engineer who wants their impact measured by what other teams can now do. You think in systems, you are uncomfortable with numbers you cannot explain, and you raise the bar for the people around you.\n\n - You have owned an experimentation or feature flagging stack end to end rather than only used one. Whether you built it from first principles or built the missing pieces on top of a vendor matters far less to us than having been accountable for whether the results were correct.\n\n - You have built the parts that do not come out of the box: assignment that persists correctly, exposure that reflects what a user actually saw, identity resolved across sessions and devices, or the diagnostics that catch a broken experiment early.\n\n - You are fluent enough in the statistics to be a real partner to data scientists. You can tell the difference between a result that is weak and a result that is invalid, and you can hold your position on a measurement question with someone who does this full time.\n\n - You have debugged the hard class of measurement bugs: traffic that split unevenly, users who ended up in both arms, effects that vanished once you looked at who was actually exposed, identity that broke between anonymous and logged-in sessions.\n\n - You have built a program and not only a platform. You have measurably raised how well an organization experiments through defaults, templates, review, and teaching, not only through code.\n\n - You have made a build versus buy call on a platform and lived with it. You can reason about vendor risk and about where a warehouse-native approach beats a hosted one.\n\n - You have landed a migration on teams that did not ask for one, by making the new path easier than the old path rather than by mandate.\n\n - You use AI as genuine leverage in your work and you have clear opinions about where it must not be trusted without a human.\n\n - You have driven technical direction beyond your own team through design documents, reviews, and planning cycles, and you regularly mentor senior engineers.\n\n - You are willing to flex across the stack. This role touches backend services, front end rendering, CDN behavior, and the data warehouse.\n\n - Experience with multi-sided marketplaces, growth or search and ranking systems, or healthcare is a plus, though none is required.\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $265,000-$331,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"dd9cb2bf-453c-46cb-9d70-d50176c627a5","title":"Senior Clinical & Coding Operations Associate","department":"All Cost Centers","team":"Operations","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-09-15T19:12:43.429+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/dd9cb2bf-453c-46cb-9d70-d50176c627a5","applyUrl":"https://jobs.ashbyhq.com/headway/dd9cb2bf-453c-46cb-9d70-d50176c627a5/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
At Headway, we're building a new mental healthcare system from the ground up—one that's accessible, effective, and built to scale. Providers on Headway are responsible for their own coding and documentation, and many are new to billing insurance in private practice. We review that documentation against clinical documentation standards — and when a provider has questions about what came back, someone needs to give them a clear, accurate answer they can act on. That's this role.
As a Senior Clinical & Coding Operations Associate, you're the coding and billing expert providers reach when they have questions about their documentation review results. You'll interpret those results, determine whether a finding is actually correct, and explain what it means in language a clinician can act on. You'll also be the person who catches it when a review result is wrong — and gets it fixed.
A Certified Professional Coder (CPC) certification is required. All care on Headway is outpatient behavioral health, delivered in person or virtually.
This is not an auditing role, and it is not a production coding role. A separate team performs the documentation audits; you won't be auditing charts or coding claims. You'll apply the same depth of coding knowledge to a different problem — getting providers to the right answer, and making sure the guidance they receive is correct.
You Will:
Interpret behavioral health documentation and coding review results (ICD-10-CM and CPT) and translate them into clear, actionable provider education and feedback
Determine whether a flagged finding is accurate — confirming genuine documentation and coding errors, and identifying findings that were flagged incorrectly so they can be corrected and escalated
Serve as a subject matter expert by answering provider and internal-team questions on behavioral health coding and documentation (ICD-10-CM and CPT) and billing findings
Deliver clear, accurate, and empathetic responses to providers through our support channels (e.g., Zendesk)
Contribute to provider education efforts, including drafting content, identifying documentation gaps, and advising on documentation standards
Partner with our Customer Experience (CX) team to build knowledge base content and resources that help resolve more questions without direct SME support
Provide insights on coding trends, identify risk areas, and recommend improvements to tooling, process, and training
Collaborate with cross-functional partners on initiatives that improve the provider audit-support experience
Stay current with evolving coding guidelines, payer rules, and industry standards through continuing education and independent learning
You’d be a great fit if….
Have a CPC certification (required) and 2-3 years of experience in outpatient or professional-services coding, ideally within a behavioral health setting
Possess a strong grasp of ICD-10-CM, CPT, and HCPCS coding guidelines and the documentation requirements
Communicate clearly and empathetically, especially when educating providers or discussing sensitive feedback
Have the ability to balance supportive coaching and enforcing provider policies regarding payer standards and compliance regulations
Hold a CPMA certification (nice to have)
Can independently reach the correct coding and documentation conclusion on a behavioral health note and defend it — including disagreeing with a review result when the documentation supports you
Are energized by making providers and frontline teams self-sufficient, rather than by reviewing charts
Previously educated providers on medical decision making (MDM) for outpatient Evaluation and Management (E/M) services
Bring a high level of attention to detail and comfort working independently in a fast-paced, digital environment
Are tech-savvy: you can navigate Google Workspace, Zoom, and EMR platforms—or you're excited to learn
Are energized by working cross-functionally and driving quality at scale in a tech-forward setting
Compensation and Benefits:
The expected base pay range for this position is $76,160 - $112,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAt Headway, we're building a new mental healthcare system from the ground up—one that's accessible, effective, and built to scale. Providers on Headway are responsible for their own coding and documentation, and many are new to billing insurance in private practice. We review that documentation against clinical documentation standards — and when a provider has questions about what came back, someone needs to give them a clear, accurate answer they can act on. That's this role.\n\nAs a Senior Clinical & Coding Operations Associate, you're the coding and billing expert providers reach when they have questions about their documentation review results. You'll interpret those results, determine whether a finding is actually correct, and explain what it means in language a clinician can act on. You'll also be the person who catches it when a review result is wrong — and gets it fixed.\n\nA Certified Professional Coder (CPC) certification is required. All care on Headway is outpatient behavioral health, delivered in person or virtually.\n\nThis is not an auditing role, and it is not a production coding role. A separate team performs the documentation audits; you won't be auditing charts or coding claims. You'll apply the same depth of coding knowledge to a different problem — getting providers to the right answer, and making sure the guidance they receive is correct.\n\nYou Will:\n\n - Interpret behavioral health documentation and coding review results (ICD-10-CM and CPT) and translate them into clear, actionable provider education and feedback\n\n - Determine whether a flagged finding is accurate — confirming genuine documentation and coding errors, and identifying findings that were flagged incorrectly so they can be corrected and escalated\n\n - Serve as a subject matter expert by answering provider and internal-team questions on behavioral health coding and documentation (ICD-10-CM and CPT) and billing findings\n\n - Deliver clear, accurate, and empathetic responses to providers through our support channels (e.g., Zendesk)\n\n - Contribute to provider education efforts, including drafting content, identifying documentation gaps, and advising on documentation standards\n\n - Partner with our Customer Experience (CX) team to build knowledge base content and resources that help resolve more questions without direct SME support\n\n - Provide insights on coding trends, identify risk areas, and recommend improvements to tooling, process, and training\n\n - Collaborate with cross-functional partners on initiatives that improve the provider audit-support experience\n\n - Stay current with evolving coding guidelines, payer rules, and industry standards through continuing education and independent learning\n\n\n\nYou’d be a great fit if….\n\n - Have a CPC certification (required) and 2-3 years of experience in outpatient or professional-services coding, ideally within a behavioral health setting\n\n - Possess a strong grasp of ICD-10-CM, CPT, and HCPCS coding guidelines and the documentation requirements\n\n - Communicate clearly and empathetically, especially when educating providers or discussing sensitive feedback\n\n - Have the ability to balance supportive coaching and enforcing provider policies regarding payer standards and compliance regulations\n\n - Hold a CPMA certification (nice to have) \n\n - Can independently reach the correct coding and documentation conclusion on a behavioral health note and defend it — including disagreeing with a review result when the documentation supports you\n\n - Are energized by making providers and frontline teams self-sufficient, rather than by reviewing charts\n\n - Previously educated providers on medical decision making (MDM) for outpatient Evaluation and Management (E/M) services\n\n - Bring a high level of attention to detail and comfort working independently in a fast-paced, digital environment\n\n - Are tech-savvy: you can navigate Google Workspace, Zoom, and EMR platforms—or you're excited to learn\n\n - Are energized by working cross-functionally and driving quality at scale in a tech-forward setting\n \n \n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $76,160 - $112,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"d123a2aa-7c3c-4833-bfc2-4d3356db1041","title":"Staff Software Engineer (Journeys)","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York City","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-08-10T19:00:11.369+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/d123a2aa-7c3c-4833-bfc2-4d3356db1041","applyUrl":"https://jobs.ashbyhq.com/headway/d123a2aa-7c3c-4833-bfc2-4d3356db1041/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About engineering at Headway:
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).
Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapists to better solve the problems they’re facing.
Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration
Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.
Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.
Languages: Python 3, TypeScript
Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js
Datastores: Postgres, Redis
Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafka
Monitoring: Datadog, PagerDuty, Sentry
Version Control: Github, PagerDuty
Vulnerability Management: Snyk, Semgrep
Cloud Security: Lacework
Delivery: Knock (transactional + product notifications), Iterable (lifecycle marketing + campaigns), Twilio, Mailgun
About the Journey Team at Headway
The Journey team powers how Headway reaches every patient and provider at the right moment, on the right channel - email, SMS and other communication channels. We’re building the next chapter: an agentic communications engine that learns which message, which channel, and which timing works best for each person — and gets smarter with every send. We own the full stack: from the delivery layer (Knock for transactional, Iterable for lifecycle), to the decision engine we’re building today.
About this role
We’re looking for a Staff Engineer to be the technical anchor of the Journey team. This is a senior IC role — the person who owns the architecture of how Headway communicates at scale. You’ll design and evolve the decision engine, experimentation layer, and channel orchestration that will define how Headway reaches patients and providers for years to come. You’ll set the technical direction for a multi-vendor communications stack, own the unified message ledger, and bring LLM-powered personalization from concept to production.
This role is high-leverage and cross-functional. You’ll work closely with marketing, CX, product, and the patient org — and your work will directly impact patient acquisition, retention, and health outcomes.
We’re looking for experienced engineers who have the ability to deal with ambiguity and learn new technologies and systems. Below are some additional experiences we think help engineers succeed at Headway.
A systems thinker who holds the architecture of a complex, multi-vendor platform and guides the team through it
An engineer who has shipped high-throughput, event-driven systems in production and knows what reliability requires
A communicator who translates technical trade-offs for non-technical stakeholders and drives alignment across marketing, product, and engineering
Genuinely excited about the intersection of AI and communications — and thoughtful about what makes AI-in-the-loop systems reliable at scale
A leader who earns influence through technical depth and leaves teams more capable than they found them
Experience we’re seeking
8+ years of software engineering experience, with meaningful time at Staff-level or equivalent
Designed and built high-volume, event-driven communications platforms — email, SMS, push, or equivalent — at millions of events per month
Fluency with multi-vendor delivery stacks; strong opinions about build-vs-buy trade-offs at the platform layer
Experience building or working closely with experimentation infrastructure — A/B testing, engagement analytics, personalization, or recommendation systems
Exposure to LLM-powered systems in production — not just API consumption, but thinking about reliability, latency, and quality at scale
Demonstrated ability to shape technical direction across teams without direct authority
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout engineering at Headway:\n\n - Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).\n\n\n\n\nPRINCIPLES THAT GUIDE US:\n\n - Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapists to better solve the problems they’re facing.\n\n - Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration\n\n - Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.\n\n - Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.\n\n\nTOOLS WE USE:\n\n - Languages: Python 3, TypeScript\n\n - Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js\n\n - Datastores: Postgres, Redis\n\n - Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafka\n\n - Monitoring: Datadog, PagerDuty, Sentry\n\n - Version Control: Github, PagerDuty\n\n - Vulnerability Management: Snyk, Semgrep\n\n - Cloud Security: Lacework\n\n - Delivery: Knock (transactional + product notifications), Iterable (lifecycle marketing + campaigns), Twilio, Mailgun\n\n\n\nAbout the Journey Team at Headway\n\n - The Journey team powers how Headway reaches every patient and provider at the right moment, on the right channel - email, SMS and other communication channels. We’re building the next chapter: an agentic communications engine that learns which message, which channel, and which timing works best for each person — and gets smarter with every send. We own the full stack: from the delivery layer (Knock for transactional, Iterable for lifecycle), to the decision engine we’re building today.\n\n\n\n - About this role\n \n - We’re looking for a Staff Engineer to be the technical anchor of the Journey team. This is a senior IC role — the person who owns the architecture of how Headway communicates at scale. You’ll design and evolve the decision engine, experimentation layer, and channel orchestration that will define how Headway reaches patients and providers for years to come. You’ll set the technical direction for a multi-vendor communications stack, own the unified message ledger, and bring LLM-powered personalization from concept to production.\n \n - This role is high-leverage and cross-functional. You’ll work closely with marketing, CX, product, and the patient org — and your work will directly impact patient acquisition, retention, and health outcomes.\n\n\n\n\nWHO YOU ARE:\n\n - We’re looking for experienced engineers who have the ability to deal with ambiguity and learn new technologies and systems. Below are some additional experiences we think help engineers succeed at Headway.\n \n - A systems thinker who holds the architecture of a complex, multi-vendor platform and guides the team through it\n \n - An engineer who has shipped high-throughput, event-driven systems in production and knows what reliability requires\n \n - A communicator who translates technical trade-offs for non-technical stakeholders and drives alignment across marketing, product, and engineering\n \n - Genuinely excited about the intersection of AI and communications — and thoughtful about what makes AI-in-the-loop systems reliable at scale\n \n - A leader who earns influence through technical depth and leaves teams more capable than they found them\n\n\n\n - Experience we’re seeking\n \n - 8+ years of software engineering experience, with meaningful time at Staff-level or equivalent\n \n - Designed and built high-volume, event-driven communications platforms — email, SMS, push, or equivalent — at millions of events per month\n \n - Fluency with multi-vendor delivery stacks; strong opinions about build-vs-buy trade-offs at the platform layer\n \n - Experience building or working closely with experimentation infrastructure — A/B testing, engagement analytics, personalization, or recommendation systems\n \n - Exposure to LLM-powered systems in production — not just API consumption, but thinking about reliability, latency, and quality at scale\n \n - Demonstrated ability to shape technical direction across teams without direct authority\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"8e3fcdae-e674-4930-aa5a-ebc3ad55b945","title":"Senior Manager, Provider Community & Content Marketing","department":"All Cost Centers","team":"PR & Communications","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-08-07T01:11:32.704+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/8e3fcdae-e674-4930-aa5a-ebc3ad55b945","applyUrl":"https://jobs.ashbyhq.com/headway/8e3fcdae-e674-4930-aa5a-ebc3ad55b945/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As Senior Manager, Provider Community & Content Marketing, you'll build that community from the ground up: the strategy, the channels, the programming, the events, and the advocate infrastructure that turns a large network into a place where providers feel like they genuinely belong to something.
What makes this role distinctive is how we think about content and community together. We believe they're the same engine — great content makes a community feel educated and inspired, and a thriving community unlocks richer, more authentic content. When the flywheel works, providers feel more connected to Headway, and Headway's marketing gets more credible because it comes from real provider voices. You'll build both sides of that loop — and make sure what happens inside the community shows up in how Headway grows.
You'll lead a small team, reporting to our Director of Provider Marketing.
You Will..
Build and define the program – Own the full provider community strategy: define what “community” means at Headway, what it should feel like, what it delivers to providers and how it maps to our goals.
Design the full member journey – from newly onboarded provider to active community participant to champion to public advocate – and build the programs, milestones and recognition structures that move providers along that arc.
Find where providers want to engage – establish the right mix of community channels, events and experiences based on where providers already go and where conversations are most valuable for Headway to own – evaluate what we’ve built, what’s working and what should evolve
Develop the content and programming strategy for each channel – the topics, formats, voices and cadences that make providers feel educated, inspired and connected.
Day-to-day management of all community channels – moderate conversations, surface great contributions, carry provider feedback to the right internal owners and create the conditions where participation feels worthwhile.
Build a system that identifies true brand champions from participants, and engages them as part of our first ambassador program - that makes top contributors feel seen, celebrated and personally invested in Headway’s success.
Harness the power of our brand champions to build a social proof engine, a scalable, systematic process for capturing provider stories, video testimonials, written case studies – and working closely with cross functional partners to amplify across marketing channels, sales motions, etc.
Measure constantly: track what drives engagement depth vs. passive consumption, and reallocate toward the content and channels that move providers from audience to participant
You’d be a great fit if you..
You've built and scaled a digital community with business results to show for it — not just engagement metrics, but outcomes
You've designed and produced events (in-person and virtual) that created genuine belonging and loyalty, not just attendance
You've stood up an ambassador or advocacy program and can speak to how you converted fans into advocates and advocates into a growth channel
You think of community as a relationship engine and hold yourself accountable to business outcomes, not vanity metrics
You believe content and community belong together — and you have strong opinions about format, channel fit, and what's worth a busy professional's time
Compensation and Benefits
The expected base pay range for this position is $180,000 - $225,000 based on a variety of factors including qualifications, experience, and geographic location.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-home stipend
Therapy reimbursement
16-week parental leave for eligible employees
Carrot Fertility reimbursement and membership
13 paid holidays + company holiday break
Flexible PTO
EAP
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAs Senior Manager, Provider Community & Content Marketing, you'll build that community from the ground up: the strategy, the channels, the programming, the events, and the advocate infrastructure that turns a large network into a place where providers feel like they genuinely belong to something.\n\n\n\nWhat makes this role distinctive is how we think about content and community together. We believe they're the same engine — great content makes a community feel educated and inspired, and a thriving community unlocks richer, more authentic content. When the flywheel works, providers feel more connected to Headway, and Headway's marketing gets more credible because it comes from real provider voices. You'll build both sides of that loop — and make sure what happens inside the community shows up in how Headway grows.\n\n\n\nYou'll lead a small team, reporting to our Director of Provider Marketing.\n\n\n\nYou Will..\n\n - Build and define the program – Own the full provider community strategy: define what “community” means at Headway, what it should feel like, what it delivers to providers and how it maps to our goals.\n\n - Design the full member journey – from newly onboarded provider to active community participant to champion to public advocate – and build the programs, milestones and recognition structures that move providers along that arc.\n\n - Find where providers want to engage – establish the right mix of community channels, events and experiences based on where providers already go and where conversations are most valuable for Headway to own – evaluate what we’ve built, what’s working and what should evolve\n\n - Develop the content and programming strategy for each channel – the topics, formats, voices and cadences that make providers feel educated, inspired and connected.\n\n - Day-to-day management of all community channels – moderate conversations, surface great contributions, carry provider feedback to the right internal owners and create the conditions where participation feels worthwhile.\n\n - Build a system that identifies true brand champions from participants, and engages them as part of our first ambassador program - that makes top contributors feel seen, celebrated and personally invested in Headway’s success.\n\n - Harness the power of our brand champions to build a social proof engine, a scalable, systematic process for capturing provider stories, video testimonials, written case studies – and working closely with cross functional partners to amplify across marketing channels, sales motions, etc.\n\n - Measure constantly: track what drives engagement depth vs. passive consumption, and reallocate toward the content and channels that move providers from audience to participant\n\n\n\nYou’d be a great fit if you..\n\n - You've built and scaled a digital community with business results to show for it — not just engagement metrics, but outcomes\n\n - You've designed and produced events (in-person and virtual) that created genuine belonging and loyalty, not just attendance\n\n - You've stood up an ambassador or advocacy program and can speak to how you converted fans into advocates and advocates into a growth channel\n\n - You think of community as a relationship engine and hold yourself accountable to business outcomes, not vanity metrics\n\n - You believe content and community belong together — and you have strong opinions about format, channel fit, and what's worth a busy professional's time\n\n\n\nCompensation and Benefits\n\nThe expected base pay range for this position is $180,000 - $225,000 based on a variety of factors including qualifications, experience, and geographic location.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n\n\nBenefits offered include:\n\n - Equity compensation\n\n - Medical, Dental, and Vision coverage\n\n - HSA / FSA\n\n - 401K\n\n - Work-from-home stipend\n\n - Therapy reimbursement\n\n - 16-week parental leave for eligible employees\n\n - Carrot Fertility reimbursement and membership\n\n - 13 paid holidays + company holiday break\n\n - Flexible PTO\n\n - EAP\n\n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"2c7faf60-19df-49c9-9e19-f1bbfa839dc2","title":"Staff Software Engineer - Insurance","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-08-07T13:09:40.770+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/2c7faf60-19df-49c9-9e19-f1bbfa839dc2","applyUrl":"https://jobs.ashbyhq.com/headway/2c7faf60-19df-49c9-9e19-f1bbfa839dc2/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
The Work
The Insurance team is the backbone of Headway's business. We deliver the two core promises of the platform: affordable therapy covered by insurance for patients, and a simple way to run a therapy practice for providers. Every appointment on Headway flows through systems our team owns — from identifying whether a patient is eligible, to estimating their cost, to matching them with a provider, to submitting a clean claim.
This is a deep and wide problem. We operate across all 50 states, 1,000+ payers, and millions of appointments every month. There's a lot of data to make sense of and signal to find in the noise. As Headway's network grows — more patients, more providers, more payers — the accuracy, reliability, and automation of these systems become the difference between a business that scales and one that doesn't.
As a staff engineer in the group, you will lead design and implementation of the systems that power Headway's insurance operations — patient identification, pricing estimates, provider matching, and claims. Build data-intensive, ML-powered platforms that serve patients and providers and learn from every visit, mentor engineers, and write high-impact code at the intersection of healthcare data and payer operations.
Some examples of what that work looks like in practice:
Building a new ML model that lifted price estimate accuracy by 10+ percentage points, getting tens of thousands of patients a better estimate ahead of their first session
An OCR pipeline to read patient insurance cards, automate eligibility checks, and run ML models to detect complex insurance arrangements — improving onboarding and first-claim success rates
A claims AI agent that reviews denied claims, identifies root causes, and resubmits autonomously — recovering hundreds of thousands of dollars and proving we can build self-healing systems at scale
A human-in-the-loop automation that transformed a 20-step manual credentialing process in Google Sheets into an average of 2 days and 1 task — with a record of 6 seconds start to finish — enabling providers to onboard faster and expand their reach to new patients
Our Stack
Languages: TypeScript, Python 3
Frontend: React, Remix, Next.js
Backend & Storage: FastAPI, SQLAlchemy, Postgres, Redis, Snowflake
Infrastructure: AWS, Temporal, Kafka
Ops: Datadog, Sentry, PagerDuty
AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)
Who You Are
A platform thinker. You build for the teams behind you, not just the immediate use case. You create abstractions that let others move faster and more safely.
Drawn to signal in messy data. Payer rules vary by state, plan, and policy. You find the structure in the noise and build systems that reason about it reliably.
Hands-on. You write code where leverage is highest and hold yourself to the same bar you hold others.
Own outcomes, not tasks. You've been handed ambiguous problems and turned them into shipped software. You know how to define the solution, pull in the right people across teams, and keep things moving when priorities shift.
Communicate with precision. Whether it's a design doc, a Slack thread, or a cross-team meeting — you bring people along.
Our Interview Process
Initial screen: You'll connect with someone in recruiting to learn more about the team, Headway's mission, and our growth — and we'll get a better sense of your background.
Tech & Team Fit round: AI Coding and Hiring Manager Chat.
Final rounds: You'll meet several team members for technical and non-technical interviews and leave with a fuller picture of what it's like to work at Headway.
References and the offer: Our favorite part of the process. We'll send over all the details, including specifics on employee equity, and congratulatory messages from excited future teammates.
Compensation and Benefits:
The expected base pay range for this position is $224,000-$336,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
[To be included if role is bonus eligible][Other compensation includes: discretionary bonuses and/or commission. Commission payments are monthly.]
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nSTAFF SOFTWARE ENGINEER (INSURANCE)\n\nThe Work\n\nThe Insurance team is the backbone of Headway's business. We deliver the two core promises of the platform: affordable therapy covered by insurance for patients, and a simple way to run a therapy practice for providers. Every appointment on Headway flows through systems our team owns — from identifying whether a patient is eligible, to estimating their cost, to matching them with a provider, to submitting a clean claim.\n\nThis is a deep and wide problem. We operate across all 50 states, 1,000+ payers, and millions of appointments every month. There's a lot of data to make sense of and signal to find in the noise. As Headway's network grows — more patients, more providers, more payers — the accuracy, reliability, and automation of these systems become the difference between a business that scales and one that doesn't.\n\nAs a staff engineer in the group, you will lead design and implementation of the systems that power Headway's insurance operations — patient identification, pricing estimates, provider matching, and claims. Build data-intensive, ML-powered platforms that serve patients and providers and learn from every visit, mentor engineers, and write high-impact code at the intersection of healthcare data and payer operations.\n\nSome examples of what that work looks like in practice:\n\n - Building a new ML model that lifted price estimate accuracy by 10+ percentage points, getting tens of thousands of patients a better estimate ahead of their first session\n\n - An OCR pipeline to read patient insurance cards, automate eligibility checks, and run ML models to detect complex insurance arrangements — improving onboarding and first-claim success rates\n\n - A claims AI agent that reviews denied claims, identifies root causes, and resubmits autonomously — recovering hundreds of thousands of dollars and proving we can build self-healing systems at scale\n\n - A human-in-the-loop automation that transformed a 20-step manual credentialing process in Google Sheets into an average of 2 days and 1 task — with a record of 6 seconds start to finish — enabling providers to onboard faster and expand their reach to new patients\n\nOur Stack\n\n - Languages: TypeScript, Python 3\n\n - Frontend: React, Remix, Next.js\n\n - Backend & Storage: FastAPI, SQLAlchemy, Postgres, Redis, Snowflake\n\n - Infrastructure: AWS, Temporal, Kafka\n\n - Ops: Datadog, Sentry, PagerDuty\n\n - AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)\n\nWho You Are\n\n - A platform thinker. You build for the teams behind you, not just the immediate use case. You create abstractions that let others move faster and more safely.\n\n - Drawn to signal in messy data. Payer rules vary by state, plan, and policy. You find the structure in the noise and build systems that reason about it reliably.\n\n - Hands-on. You write code where leverage is highest and hold yourself to the same bar you hold others.\n\n - Own outcomes, not tasks. You've been handed ambiguous problems and turned them into shipped software. You know how to define the solution, pull in the right people across teams, and keep things moving when priorities shift.\n\n - Communicate with precision. Whether it's a design doc, a Slack thread, or a cross-team meeting — you bring people along.\n\nOur Interview Process\n\n - Initial screen: You'll connect with someone in recruiting to learn more about the team, Headway's mission, and our growth — and we'll get a better sense of your background.\n\n - Tech & Team Fit round: AI Coding and Hiring Manager Chat.\n\n - Final rounds: You'll meet several team members for technical and non-technical interviews and leave with a fuller picture of what it's like to work at Headway.\n\n - References and the offer: Our favorite part of the process. We'll send over all the details, including specifics on employee equity, and congratulatory messages from excited future teammates. \n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $224,000-$336,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n[To be included if role is bonus eligible][Other compensation includes: discretionary bonuses and/or commission. Commission payments are monthly.]\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"9ce97d23-19aa-4741-97cf-e8532ce747d3","title":"Senior Engineering Manager (Web Platform)","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York City","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-08-10T16:12:16.661+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/9ce97d23-19aa-4741-97cf-e8532ce747d3","applyUrl":"https://jobs.ashbyhq.com/headway/9ce97d23-19aa-4741-97cf-e8532ce747d3/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About the Web Platform Team at Headway
The web platform team's mission is to build Headway's capability to deliver a new mental healthcare system through web applications that can be rapidly developed, easily maintained, and provide high-quality user experiences. The team does this across three areas: maintaining and evolving the web platform (frameworks, build tooling, the Helix design system), defining and propagating front-end best practices (accessibility, performance, testing, maintainability), and facilitating product design workflows so that ideas move efficiently from concept to shipped product.
Every engineer at Headway builds on top of the web platform team's foundation. When the platform is strong, product teams move faster and ship with higher quality. As the platform evolves to incorporate agentic engineering workflows, the team is positioned to become an even greater multiplier: using agents to build front-end code directly in line with Headway's standards, reducing the time and cognitive load product teams spend on front-end concerns so they can focus on business logic and product outcomes.
Principles that guide us:
Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapist to better solve the problems they're facing.
Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration
Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.
Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.
Tools we use:
Languages: TypeScript
Libraries & Frameworks: React, Remix, Next.js
Monitoring: Datadog, PagerDuty, Sentry
Version Control: Github
AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)
About this role
As a Senior Engineering Manager for Web Platform, you will be responsible for leading and growing the engineering team through people development, strategic planning, and close partnership with Engineering Leadership, Product, and Design. You will play a leading role in defining the team's roadmap, making a clear and well-supported case for platform investment across the organization, and ensuring the team's work directly enables Headway's product and business goals. This role requires strong organizational leadership and strategic communication: the platform only delivers its full value when the rest of engineering understands what it makes possible.
An engineering team: hiring to a high bar, growing the people on it, and setting the culture your team operates by
Platform maintenance and evolution: the web architecture, frameworks and libraries (React Router 7, Helix, Tailwind, Vite), and the Helix design system that all Headway web surfaces depend on
Best practices and standards: accessibility (WCAG 2.1 AA), performance, front-end testing, and maintainability; enabling product teams to focus on product capabilities rather than UI and framework details
Product design workflow: the collaboration with Design that turns Figma into a real component library and brings code prototyping into Headway's product development process, reducing friction at every stage from idea to shipped product
Organizational visibility and strategy: proactively making the case for platform investment through clear documentation, metrics, and executive communication; building alignment across Design, Product, and product engineering teams so the roadmap reflects real needs and delivers visible impact
Agentic engineering integration: evolving the team's operating model to use agentic workflows for higher-leverage work, enabling contributors across Headway to build in line with platform standards without requiring deep front-end expertise
Who you are
We're looking for experienced engineering team leaders and people managers who are relationship-obsessed, drive results, and enable their teams to build for technical excellence. As a Senior Engineering Manager at Headway, you will work closely with Engineering Leadership, Product, Design, and Business teams to help shape the future of the engineering organization. This is an exciting opportunity for a passionate, mission-aligned engineering leader to make an immediate impact on our rapidly scaling engineering team.
Below are additional experiences we think help engineering managers succeed at Headway:
You have 5+ years of experience as an Engineering Manager
You have 10+ years of experience as a Software Engineer, with depth in modern frontend and web technologies
You have experience leading platform, infrastructure, or developer experience teams and understand how to make the case for foundational work in an organization driven by product outcomes
You are a strong strategic communicator who can translate platform investments into clear business value for non-technical stakeholders and executive leadership
You have a track record of building alignment across multiple product teams, navigating competing priorities, and driving a shared roadmap forward
You are proactive in creating organizational visibility for your team's work through documentation, metrics, and stakeholder engagement, not just through the work itself
You are able to build and maintain strong cross-functional relationships with Design and Product, keeping platform and product roadmaps in sync
Our interview process
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.
First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experiences.
Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and two technical interviews (System Design & AI Coding), leaving you with a fuller picture of what it's like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout the Web Platform Team at Headway\n\nThe web platform team's mission is to build Headway's capability to deliver a new mental healthcare system through web applications that can be rapidly developed, easily maintained, and provide high-quality user experiences. The team does this across three areas: maintaining and evolving the web platform (frameworks, build tooling, the Helix design system), defining and propagating front-end best practices (accessibility, performance, testing, maintainability), and facilitating product design workflows so that ideas move efficiently from concept to shipped product.\n\nEvery engineer at Headway builds on top of the web platform team's foundation. When the platform is strong, product teams move faster and ship with higher quality. As the platform evolves to incorporate agentic engineering workflows, the team is positioned to become an even greater multiplier: using agents to build front-end code directly in line with Headway's standards, reducing the time and cognitive load product teams spend on front-end concerns so they can focus on business logic and product outcomes.\n\nPrinciples that guide us:\n\n - Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapist to better solve the problems they're facing.\n\n - Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration\n\n - Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.\n\n - Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.\n\n\n\nTools we use:\n\n - Languages: TypeScript\n\n - Libraries & Frameworks: React, Remix, Next.js\n\n - Monitoring: Datadog, PagerDuty, Sentry\n\n - Version Control: Github\n\n - AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)\n\n\n\nAbout this role\n\nAs a Senior Engineering Manager for Web Platform, you will be responsible for leading and growing the engineering team through people development, strategic planning, and close partnership with Engineering Leadership, Product, and Design. You will play a leading role in defining the team's roadmap, making a clear and well-supported case for platform investment across the organization, and ensuring the team's work directly enables Headway's product and business goals. This role requires strong organizational leadership and strategic communication: the platform only delivers its full value when the rest of engineering understands what it makes possible.\n\n - An engineering team: hiring to a high bar, growing the people on it, and setting the culture your team operates by\n\n - Platform maintenance and evolution: the web architecture, frameworks and libraries (React Router 7, Helix, Tailwind, Vite), and the Helix design system that all Headway web surfaces depend on\n\n - Best practices and standards: accessibility (WCAG 2.1 AA), performance, front-end testing, and maintainability; enabling product teams to focus on product capabilities rather than UI and framework details\n\n - Product design workflow: the collaboration with Design that turns Figma into a real component library and brings code prototyping into Headway's product development process, reducing friction at every stage from idea to shipped product\n\n - Organizational visibility and strategy: proactively making the case for platform investment through clear documentation, metrics, and executive communication; building alignment across Design, Product, and product engineering teams so the roadmap reflects real needs and delivers visible impact\n\n - Agentic engineering integration: evolving the team's operating model to use agentic workflows for higher-leverage work, enabling contributors across Headway to build in line with platform standards without requiring deep front-end expertise\n\nWho you are\n\nWe're looking for experienced engineering team leaders and people managers who are relationship-obsessed, drive results, and enable their teams to build for technical excellence. As a Senior Engineering Manager at Headway, you will work closely with Engineering Leadership, Product, Design, and Business teams to help shape the future of the engineering organization. This is an exciting opportunity for a passionate, mission-aligned engineering leader to make an immediate impact on our rapidly scaling engineering team.\n\nBelow are additional experiences we think help engineering managers succeed at Headway:\n\n - You have 5+ years of experience as an Engineering Manager\n\n - You have 10+ years of experience as a Software Engineer, with depth in modern frontend and web technologies\n\n - You have experience leading platform, infrastructure, or developer experience teams and understand how to make the case for foundational work in an organization driven by product outcomes\n\n - You are a strong strategic communicator who can translate platform investments into clear business value for non-technical stakeholders and executive leadership\n\n - You have a track record of building alignment across multiple product teams, navigating competing priorities, and driving a shared roadmap forward\n\n - You are proactive in creating organizational visibility for your team's work through documentation, metrics, and stakeholder engagement, not just through the work itself\n\n - You are able to build and maintain strong cross-functional relationships with Design and Product, keeping platform and product roadmaps in sync\n\n\n\nOur interview process\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.\n\n - First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experiences.\n\n - Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and two technical interviews (System Design & AI Coding), leaving you with a fuller picture of what it's like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"8c5c0e09-0b8b-4a6f-834d-1681846d055e","title":"Business Operations Manager","department":"All Cost Centers","team":"Operations","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-08-10T18:03:50.164+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/8c5c0e09-0b8b-4a6f-834d-1681846d055e","applyUrl":"https://jobs.ashbyhq.com/headway/8c5c0e09-0b8b-4a6f-834d-1681846d055e/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As Headway works to build a new mental healthcare system that everyone can access, we’re facing unique operational challenges and opportunities that come with growing and scaling at an unparalleled rate. We’re pushing the boundaries of the existing healthcare system so that we can fulfill our promise to providers, patients, and payers to create access to high quality providers across the nation. In order to do that, we’re building a world class operations team that enables efficiency, growth, and quality, and as a member of this team, you will have the opportunity to have a material impact on the trajectory of Headway and help define a function core to the livelihood of our business and the impact we deliver for our partners and clients.
As a Business Operations Manager, you will lead high-impact, cross-functional initiatives that span teams and pods. You’ll operate as a thought partner to Product, Data, and Operations leaders – helping shape objectives, influence priorities, and translate complex insights into actionable plans. In addition to owning critical operational workflows, you’ll design scalable systems, mentor team members, and drive initiatives that create durable, measurable impact across the organization. This role requires strong judgment, comfort with ambiguity, and the ability to drive alignment and execution across the organization.
What you’ll do at Headway
Design and build foundations for a variety of 0-1 initiatives within the Business Operations function.
Collaborate cross-functionally to build, execute, monitor, and implement scalable products and processes that enable us to deliver on core business challenges.
Assess and analyze data to develop and determine strategies for accelerating progress, proactively identify areas for improvement, and deliver on roadmap priorities and team OKRs.
Build and manage a growing team to achieve these objectives.
You’ll be great for this role if you:
7+ years of experience in operational roles at high-growth companies, with some background in consulting, finance, business operations preferred but not required.
Data is your first-language; you enjoy and are skilled at digging through complex data to solve ambiguous problems.
You thrive in the unknown, and seek out opportunities to dive into unfamiliar challenges, drive towards outcomes, and shape strategy.
You are operationally excellent, able to manage a large volume of moving pieces without breaking a sweat.
You are a collaborator that proactively partners across teams while holding teams accountable for business results.
You seek an environment that fosters individual growth through open-feedback and high-autonomy.
You are motivated by the opportunity to make an impact on one of our generation’s defining problems: affordable mental healthcare
Compensation and Benefits:
The expected base pay range for this position is $121,600 - $190,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAs Headway works to build a new mental healthcare system that everyone can access, we’re facing unique operational challenges and opportunities that come with growing and scaling at an unparalleled rate. We’re pushing the boundaries of the existing healthcare system so that we can fulfill our promise to providers, patients, and payers to create access to high quality providers across the nation. In order to do that, we’re building a world class operations team that enables efficiency, growth, and quality, and as a member of this team, you will have the opportunity to have a material impact on the trajectory of Headway and help define a function core to the livelihood of our business and the impact we deliver for our partners and clients.\n\nAs a Business Operations Manager, you will lead high-impact, cross-functional initiatives that span teams and pods. You’ll operate as a thought partner to Product, Data, and Operations leaders – helping shape objectives, influence priorities, and translate complex insights into actionable plans. In addition to owning critical operational workflows, you’ll design scalable systems, mentor team members, and drive initiatives that create durable, measurable impact across the organization. This role requires strong judgment, comfort with ambiguity, and the ability to drive alignment and execution across the organization.\n\nWhat you’ll do at Headway\n\n - Design and build foundations for a variety of 0-1 initiatives within the Business Operations function.\n\n - Collaborate cross-functionally to build, execute, monitor, and implement scalable products and processes that enable us to deliver on core business challenges.\n\n - Assess and analyze data to develop and determine strategies for accelerating progress, proactively identify areas for improvement, and deliver on roadmap priorities and team OKRs.\n\n - Build and manage a growing team to achieve these objectives.\n\nYou’ll be great for this role if you:\n\n - 7+ years of experience in operational roles at high-growth companies, with some background in consulting, finance, business operations preferred but not required.\n\n - Data is your first-language; you enjoy and are skilled at digging through complex data to solve ambiguous problems.\n\n - You thrive in the unknown, and seek out opportunities to dive into unfamiliar challenges, drive towards outcomes, and shape strategy.\n\n - You are operationally excellent, able to manage a large volume of moving pieces without breaking a sweat.\n\n - You are a collaborator that proactively partners across teams while holding teams accountable for business results.\n\n - You seek an environment that fosters individual growth through open-feedback and high-autonomy.\n\n - You are motivated by the opportunity to make an impact on one of our generation’s defining problems: affordable mental healthcare\n\n\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $121,600 - $190,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"aa44e046-04fe-473b-a336-6ff83a1dd091","title":"Staff Product Manager, Billing Infrastructure","department":"All Cost Centers","team":"Product Management","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-08-10T18:10:59.483+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/aa44e046-04fe-473b-a336-6ff83a1dd091","applyUrl":"https://jobs.ashbyhq.com/headway/aa44e046-04fe-473b-a336-6ff83a1dd091/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Behavioral health is booming, demand keeps growing, but getting paid for it keeps getting harder. For providers, getting paid for it is the hard part. Reimbursement is wildly variable and timely, in-full payment can be the difference between a practice staying open and a patient losing access to care. That's the stakes underneath the systems you'll build,, for Headway's 80K+ providers, getting billing right isn't back-office hygiene, it's what keeps their doors open.
You will own two connected halves of Headway's billing platform. First, building the billing system into an engine where every new appointment comes out right, going forward and second, turning that financial data into the datasets, dashboards, and general-ledger outputs Finance and Accounting rely on to close the books. Today, this infrastructure is fragmented — manual reconciliation, undetected payment failures, and limited real-time visibility create operational drag and growing risk as we scale. Your job is to turn it into a unified platform that Finance, Engineering, Support, and Compliance can all build on and trust.
Prevent breakage going forward: define the billing state machine, enforced handoffs, and guardrails so new appointments come out right without manual intervention.
Make financial data usable: build the trusted datasets, dashboards, and general-ledger/audit outputs Finance and Accounting rely on to close the books — moving time-to-close from yearly to quarterly to monthly.
Own the billing platform architecture and roadmap — the ledger, reconciliation, and data-integrity systems underneath patient charges, provider payouts, and payer collections.
Partner with Data and Engineering to monitor payment/reconciliation health and drive systemic fixes, not point patches.
Partner with Finance, Accounting, and Compliance so financial reporting and audit prep are trustworthy and fast, not multi-week fire drills.
Serve as the platform other teams build on — Provider Payouts, Payer Collections, and Pricing consume your platform's guarantees without you owning their roadmaps.
8+ years building billing platforms, ledgers, or accounting systems — ideally in healthcare, fintech, or marketplaces with complex payment flows.
Comfortable diving deep with engineering teams on complex technical problems and driving hard architectural decisions.
Trusted partner to Finance, Accounting, and Compliance, not just Engineering — you can translate ledger reality into language each audience acts on.
Strong and clear communicator — clear and concise translating between accounting/ops language and engineering language.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THIS ROLE\n\nBehavioral health is booming, demand keeps growing, but getting paid for it keeps getting harder. For providers, getting paid for it is the hard part. Reimbursement is wildly variable and timely, in-full payment can be the difference between a practice staying open and a patient losing access to care. That's the stakes underneath the systems you'll build,, for Headway's 80K+ providers, getting billing right isn't back-office hygiene, it's what keeps their doors open.\n\nYou will own two connected halves of Headway's billing platform. First, building the billing system into an engine where every new appointment comes out right, going forward and second, turning that financial data into the datasets, dashboards, and general-ledger outputs Finance and Accounting rely on to close the books. Today, this infrastructure is fragmented — manual reconciliation, undetected payment failures, and limited real-time visibility create operational drag and growing risk as we scale. Your job is to turn it into a unified platform that Finance, Engineering, Support, and Compliance can all build on and trust.\n\n\n\n\nYOU WILL\n\n - Prevent breakage going forward: define the billing state machine, enforced handoffs, and guardrails so new appointments come out right without manual intervention.\n\n - Make financial data usable: build the trusted datasets, dashboards, and general-ledger/audit outputs Finance and Accounting rely on to close the books — moving time-to-close from yearly to quarterly to monthly.\n\n - Own the billing platform architecture and roadmap — the ledger, reconciliation, and data-integrity systems underneath patient charges, provider payouts, and payer collections.\n\n - Partner with Data and Engineering to monitor payment/reconciliation health and drive systemic fixes, not point patches.\n\n - Partner with Finance, Accounting, and Compliance so financial reporting and audit prep are trustworthy and fast, not multi-week fire drills.\n\n - Serve as the platform other teams build on — Provider Payouts, Payer Collections, and Pricing consume your platform's guarantees without you owning their roadmaps.\n\n\nWHO YOU ARE\n\n - 8+ years building billing platforms, ledgers, or accounting systems — ideally in healthcare, fintech, or marketplaces with complex payment flows.\n\n - Comfortable diving deep with engineering teams on complex technical problems and driving hard architectural decisions.\n\n - Trusted partner to Finance, Accounting, and Compliance, not just Engineering — you can translate ledger reality into language each audience acts on.\n\n - Strong and clear communicator — clear and concise translating between accounting/ops language and engineering language.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"e52a31cc-8593-4eb7-ae13-ee99d427549d","title":"Payer Partnerships Lead, Strategy & Operations","department":"All Cost Centers","team":"Payer","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-09-10T23:25:23.652+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/e52a31cc-8593-4eb7-ae13-ee99d427549d","applyUrl":"https://jobs.ashbyhq.com/headway/e52a31cc-8593-4eb7-ae13-ee99d427549d/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About The Role
As a Payer Partnerships Lead, Strategy & Operations, you will both support our continued growth with strategic partners in 2025 and beyond. In this role, you’ll work cross functionally with internal teams (Strategy, Product, Operations) to ensure ongoing success in our strategic health plan partnerships, while also deepening external payer relationships to identify new product opportunities and drive further partnership alignment. This is an exceptional opportunity to own high-impact objectives at a rapidly scaling, mission driven company.
You will:
Be responsible for long term management of health plan partnerships with some of the largest health plans in the US
Navigate contract strategy and renegotiations to optimize partnership structure and success
Build and grow relationships with health plan teams and leadership across multiple functions (Network, Sales/Commercial, Product)
Lead market analysis and own healthcare research to shape strategy
Leverage data to generate insights and identify new opportunities for partnership growth
Collaborate with cross functional, internal stakeholders to deliver insights to inform product and operations strategy
You'd be a great fit if...
You have a minimum of 5+ years of experience in the healthcare space, preferably in roles within Customer Success, Business Development, or in Strategic customer-facing roles
You bring deep exposure to payer business models and economics
You are a relationship builder, and delight in forging meaningful bonds across all levels of an organization
You thrive in ambiguity, and seek out opportunities to dive into unfamiliar challenges, drive towards outcomes, and shape strategy
You are highly data-driven and a self-starter. You can drive complex analyses and translate ambiguous problems into key actionable insights
You are operationally excellent, able to manage multiple high impact customers and large volume of moving pieces without breaking a sweat
You seek an environment that fosters individual growth through open-feedback and high-autonomy
You are motivated by the opportunity to face off against one of our generation’s defining problems: access to mental healthcare
Compensation and Benefits:
The expected base pay range for this position is $111,520-$164,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout The Role\n\nAs a Payer Partnerships Lead, Strategy & Operations, you will both support our continued growth with strategic partners in 2025 and beyond. In this role, you’ll work cross functionally with internal teams (Strategy, Product, Operations) to ensure ongoing success in our strategic health plan partnerships, while also deepening external payer relationships to identify new product opportunities and drive further partnership alignment. This is an exceptional opportunity to own high-impact objectives at a rapidly scaling, mission driven company.\n\nYou will:\n\n - Be responsible for long term management of health plan partnerships with some of the largest health plans in the US\n\n - Navigate contract strategy and renegotiations to optimize partnership structure and success\n\n - Build and grow relationships with health plan teams and leadership across multiple functions (Network, Sales/Commercial, Product)\n\n - Lead market analysis and own healthcare research to shape strategy\n\n - Leverage data to generate insights and identify new opportunities for partnership growth\n\n - Collaborate with cross functional, internal stakeholders to deliver insights to inform product and operations strategy\n\nYou'd be a great fit if...\n\n - You have a minimum of 5+ years of experience in the healthcare space, preferably in roles within Customer Success, Business Development, or in Strategic customer-facing roles\n\n - You bring deep exposure to payer business models and economics\n\n - You are a relationship builder, and delight in forging meaningful bonds across all levels of an organization\n\n - You thrive in ambiguity, and seek out opportunities to dive into unfamiliar challenges, drive towards outcomes, and shape strategy\n\n - You are highly data-driven and a self-starter. You can drive complex analyses and translate ambiguous problems into key actionable insights\n\n - You are operationally excellent, able to manage multiple high impact customers and large volume of moving pieces without breaking a sweat\n\n - You seek an environment that fosters individual growth through open-feedback and high-autonomy\n\n - You are motivated by the opportunity to face off against one of our generation’s defining problems: access to mental healthcare\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $111,520-$164,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"3433bad6-2ae5-4451-9433-3a12b6f586e0","title":"Revenue Operations Manager (Process)","department":"All Cost Centers","team":"Revenue Operations","employmentType":"FullTime","location":"Remote - New York","secondaryLocations":[],"publishedAt":"2026-08-12T03:30:43.830+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/3433bad6-2ae5-4451-9433-3a12b6f586e0","applyUrl":"https://jobs.ashbyhq.com/headway/3433bad6-2ae5-4451-9433-3a12b6f586e0/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About the Team & Role
The Rev Ops team at Headway powers our revenue engine by generating insights, building workflows, and running AI-native operations that drive our commercial teams to deliver provider and patient growth at scale
This role exists to make our revenue motions deeply automated and continuously optimized. You'll build and ship AI-powered workflows, evaluate and deploy AI-native tools, and partner across our GTM and R&D teams to replace manual effort with intelligent systems that drive growth.
Rev Ops at Headway is AI-first. Operators are expected to use AI tools like Claude, Clay, Glean, and Attention to build, ship, and iterate workflows directly, staying involved through deployment and ongoing optimization. We're looking for people who already work this way and see AI as the primary way in which they operate.
You will...
Build, ship, and iterate AI-powered workflows that take real work off reps' plates, using prompt engineering, agentic workflows, and orchestration to cut manual effort and surface faster, more reliable insights, partnering with R&D to productize what works.
Own and evolve core revenue workflows across the provider GTM teams, making rep motions scalable and AI first as Headway scales
Lead major Rev Ops initiatives end to end, from problem definition and data analysis through implementation and rollout, including evaluating and deploying AI-native tools like Attention, Clay, Glean, and Claude
Design from the front line by shadowing rep, then partner cross-functionally for business and frontline rep priorities
Lead with data, using quantitative analysis to evaluate process performance, surface bottlenecks, set clear measures of success, and recommend ROI-driven improvements you can defend to senior stakeholders.
You’d be a great fit if…
You have 5-7 years of experience in Revenue Operations, Business Operations, Strategy, or similar roles within high-growth, operationally complex environments.
You are AI fluent: you can build, ship, and iterate revenue workflows using AI tools, partnering with R&D where it makes sense. You're comfortable with prompt engineering, agentic workflows, and AI orchestration, and you understand APIs and how data moves between tools well enough to wire them together yourself. Bonus if you're comfortable in Python for the cases no-code can't handle
You can pull and interrogate data independently (SQL fluency, or the ability to get there fast with AI), partner effectively with the Data team when needed, and don’t need to wait for others when you need an answer
You have a strong track record of leading large, cross-functional projects that involve engineering, systems, data, and process change
You can build workflows based on touching grass and shadowing reps. You prioritize the highest-leverage problems, set clear measures of success, and improve continuously based on adoption and feedback
You are an excellent communicator who can simplify complexity, create alignment, and move teams toward action.
You thrive in ambiguity, take ownership, and are energized by building and scaling new capabilities
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout the Team & Role\n\nThe Rev Ops team at Headway powers our revenue engine by generating insights, building workflows, and running AI-native operations that drive our commercial teams to deliver provider and patient growth at scale\n\n\nThis role exists to make our revenue motions deeply automated and continuously optimized. You'll build and ship AI-powered workflows, evaluate and deploy AI-native tools, and partner across our GTM and R&D teams to replace manual effort with intelligent systems that drive growth.\n\n\n\nRev Ops at Headway is AI-first. Operators are expected to use AI tools like Claude, Clay, Glean, and Attention to build, ship, and iterate workflows directly, staying involved through deployment and ongoing optimization. We're looking for people who already work this way and see AI as the primary way in which they operate.\n\n\n\n - You will...\n \n - Build, ship, and iterate AI-powered workflows that take real work off reps' plates, using prompt engineering, agentic workflows, and orchestration to cut manual effort and surface faster, more reliable insights, partnering with R&D to productize what works.\n \n - Own and evolve core revenue workflows across the provider GTM teams, making rep motions scalable and AI first as Headway scales\n \n - Lead major Rev Ops initiatives end to end, from problem definition and data analysis through implementation and rollout, including evaluating and deploying AI-native tools like Attention, Clay, Glean, and Claude\n \n - Design from the front line by shadowing rep, then partner cross-functionally for business and frontline rep priorities\n \n - Lead with data, using quantitative analysis to evaluate process performance, surface bottlenecks, set clear measures of success, and recommend ROI-driven improvements you can defend to senior stakeholders.\n\n - You’d be a great fit if…\n \n - You have 5-7 years of experience in Revenue Operations, Business Operations, Strategy, or similar roles within high-growth, operationally complex environments.\n \n - You are AI fluent: you can build, ship, and iterate revenue workflows using AI tools, partnering with R&D where it makes sense. You're comfortable with prompt engineering, agentic workflows, and AI orchestration, and you understand APIs and how data moves between tools well enough to wire them together yourself. Bonus if you're comfortable in Python for the cases no-code can't handle\n \n - You can pull and interrogate data independently (SQL fluency, or the ability to get there fast with AI), partner effectively with the Data team when needed, and don’t need to wait for others when you need an answer\n \n - You have a strong track record of leading large, cross-functional projects that involve engineering, systems, data, and process change\n \n - You can build workflows based on touching grass and shadowing reps. You prioritize the highest-leverage problems, set clear measures of success, and improve continuously based on adoption and feedback\n \n - You are an excellent communicator who can simplify complexity, create alignment, and move teams toward action.\n \n - You thrive in ambiguity, take ownership, and are energized by building and scaling new capabilities\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"64998174-15cc-46e4-8a51-e67c131b94af","title":"Revenue Strategy & Operations Manager (Insights & AI)","department":"All Cost Centers","team":"Revenue Operations","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-08-12T03:29:19.798+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/64998174-15cc-46e4-8a51-e67c131b94af","applyUrl":"https://jobs.ashbyhq.com/headway/64998174-15cc-46e4-8a51-e67c131b94af/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About the Team & Role
Headway partners with hospitals, clinics, and health systems to build referral pathways that get patients into mental health care. Our Care Partnerships (CarePa) team manages these relationships end-to-end: from the first call with a health system BD lead through to ongoing partner success, clinical education, and expansion across hundreds of accounts.
We're hiring an Insights & AI Manager to be the analytical and AI backbone for CarePa and adjacent sales functions. This is a high-visibility IC role sitting at the intersection of data, partner strategy, and AI. You'll build the performance infrastructure Headway sales teams run on, surface the signals that drive partner prioritization decisions, and apply AI to make the team smarter and faster at scale.
This role brings the analytical rigor of a high-performing Revenue Operations function to one of Headway's fastest-growing channels: building the measurement infrastructure, operating cadences, and AI-powered tools that help our Care Partnerships team scale referral volume and deepen relationships with health system partners.
You will...
Identify where AI can move the needle for Care Partnerships and adjacent sales teams: predicting which partner accounts are at risk, prioritizing outreach, and surfacing patterns that distinguish high-performing health system partnerships.
Apply AI tools to build self-service analytics that let partner success and business development reps answer their own performance questions
Deliver proactive strategic analysis (e.g., referral funnel breakdowns, account health signals, conversion benchmarks by segment) and enable the team to drive against insights
Build and own the reporting infrastructure that drives GTM decision-making
Instrument new product features from launch so pilots and experiments are high-impact
You’d be a great fit if…
You have 5-7 years of experience in consulting, banking, analytics, or strategy & operations at a growth-stage company; healthcare, marketplace, or revenue operations experience is a plus
You have a strong analytical foundation (i.e., fluent in SQL and data modeling, comfortable building metrics from scratch, know what a good operating cadence looks like)
You're AI-fluent, with experience applying AI tools to real business problems across sales or go-to-market functions
You're a 0→1 builder that can scope ambiguous problems, build infrastructure that doesn't yet exist, and drive adoption without being handed a roadmap.
You communicate with clarity and conviction by leading with a point of view, defending it when challenged, and closing the loop
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout the Team & Role\n\nHeadway partners with hospitals, clinics, and health systems to build referral pathways that get patients into mental health care. Our Care Partnerships (CarePa) team manages these relationships end-to-end: from the first call with a health system BD lead through to ongoing partner success, clinical education, and expansion across hundreds of accounts.\n\n\n\nWe're hiring an Insights & AI Manager to be the analytical and AI backbone for CarePa and adjacent sales functions. This is a high-visibility IC role sitting at the intersection of data, partner strategy, and AI. You'll build the performance infrastructure Headway sales teams run on, surface the signals that drive partner prioritization decisions, and apply AI to make the team smarter and faster at scale.\n\n\n\nThis role brings the analytical rigor of a high-performing Revenue Operations function to one of Headway's fastest-growing channels: building the measurement infrastructure, operating cadences, and AI-powered tools that help our Care Partnerships team scale referral volume and deepen relationships with health system partners.\n\n\n\n - You will...\n \n - Identify where AI can move the needle for Care Partnerships and adjacent sales teams: predicting which partner accounts are at risk, prioritizing outreach, and surfacing patterns that distinguish high-performing health system partnerships.\n \n - Apply AI tools to build self-service analytics that let partner success and business development reps answer their own performance questions\n \n - Deliver proactive strategic analysis (e.g., referral funnel breakdowns, account health signals, conversion benchmarks by segment) and enable the team to drive against insights\n \n - Build and own the reporting infrastructure that drives GTM decision-making\n \n - Instrument new product features from launch so pilots and experiments are high-impact\n\n - You’d be a great fit if…\n \n - You have 5-7 years of experience in consulting, banking, analytics, or strategy & operations at a growth-stage company; healthcare, marketplace, or revenue operations experience is a plus\n \n - You have a strong analytical foundation (i.e., fluent in SQL and data modeling, comfortable building metrics from scratch, know what a good operating cadence looks like)\n \n - You're AI-fluent, with experience applying AI tools to real business problems across sales or go-to-market functions\n \n - You're a 0→1 builder that can scope ambiguous problems, build infrastructure that doesn't yet exist, and drive adoption without being handed a roadmap.\n \n - You communicate with clarity and conviction by leading with a point of view, defending it when challenged, and closing the loop\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"7f9e8fad-4584-4a93-ae65-6feff6584447","title":"Senior / Staff Product Designer - Provider","department":"All Cost Centers","team":"Product Design","employmentType":"FullTime","location":"New York City","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-08-14T23:15:40.034+00:00","isListed":true,"isRemote":null,"workplaceType":null,"address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/7f9e8fad-4584-4a93-ae65-6feff6584447","applyUrl":"https://jobs.ashbyhq.com/headway/7f9e8fad-4584-4a93-ae65-6feff6584447/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
ABOUT THIS ROLE
We're hiring Senior and Staff Product Designers to own the provider experience at Headway. The work calls for strong craft, sharp product instincts, deep customer obsession, and real fluency in an AI-native environment where prototyping in code is core to the role.
Senior designers bring 5+ years of experience and a track record of owning complex surfaces end to end. Staff designers bring 8+ years, span both 0→1 and at-scale work, and shape how the broader team operates. Both levels partner closely with PMs, engineers, and researchers, and own the outcomes their team ships.
Our design team works AI-first. Designers use Claude Code and Cursor to prototype, ideate, and ship improvements to our codebase. We want designers who already work this way and treat AI as a primary part of their practice.
THE PROBLEM WE'RE SOLVING
Therapists lose hours to credentialing, documentation, scheduling, and billing. We're using AI to take that work off their plate and give them more time with patients. Our mission is to help providers build a thriving practice on Headway that practically runs itself, on product surfaces that are fast, reliable, and a delight to use.
YOU WILL…
Own the provider product experience end to end, from problem framing through launch and iteration. You're the primary design voice on your team.
Prototype and test ideas quickly with Claude Code, Cursor, or your AI tool of choice. AI generates the pixels and prototype. You define the patterns, behaviors, and quality bar.
Partner closely with product managers, engineers, and researchers. You shape what gets built, including scope and priority.
Design for the workflows providers live in every day: credentialing, scheduling, clinical documentation, and billing. You’ll make complex, high-stakes tasks fast and reliable.
Run experiments with clear success metrics. You measure task completion, error rates, and provider satisfaction, and you treat a negative result as a finding.
Contribute to Helix, our design system, and share your AI prompts and patterns with the broader design team.
At the Staff level, you'll also:
Lead both 0→1 and at-scale work. You’ll launch new provider capabilities and meaningfully improve what's already running at scale.
Design AI-native provider experiences: agentic documentation, intelligent billing automation, and workflows that replace manual processes outright.
Set the standard for AI-native practice on the design team. You prototype in code and stay involved through launch.
Mentor other designers, raise the craft bar, and shape how the design org works through critique, design system contributions, and shared practice.
Influence product direction with design rationale, research, and storytelling. Shaping the provider roadmap is part of the job.
YOU'LL BE A GREAT FIT IF…
Senior:
You have 5+ years of product design experience, with a portfolio that shows strong craft, structured thinking, and measurable business impact.
You have experience designing B2B or professional tools where users are experts who need efficiency and reliability, not hand-holding.
You're a systems thinker who can take a complex, state-heavy problem and shape it into a coherent experience.
You bring product strategy instinct. You shape what to build from customer insight and bring your own point of view to the roadmap.
You're fluent in experimentation. You've run multi-sprint experiment arcs against real metrics, and you design each round to teach you something.
You're fluent with AI prototyping tools and treat them as core to how you work.
You're motivated by Headway's mission of making mental healthcare accessible and affordable.
Staff (all of the above, plus):
You have 8+ years of product design experience, with a portfolio that shows exceptional craft, systems thinking, and measurable business impact.
You've done real 0→1 work. You've defined a provider-facing product surface from scratch, and you're comfortable when the requirements aren't written yet.
You've designed agentic or AI-powered workflows: clinical documentation, intelligent billing, or replacing a manual provider process end to end with an AI-driven one.
You're a systems thinker who can hold a stateful, multi-actor provider workflow in your head and design with awareness of the full pipeline.
You've elevated the designers around you through mentorship, critique, or the quality of your own work.
Compensation & Benefits:
The expected base pay range for this position is $180,000 - $225,000 (Senior) & $212,000 - $265,000 (Staff), based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nABOUT THIS ROLE\n\nWe're hiring Senior and Staff Product Designers to own the provider experience at Headway. The work calls for strong craft, sharp product instincts, deep customer obsession, and real fluency in an AI-native environment where prototyping in code is core to the role.\n\nSenior designers bring 5+ years of experience and a track record of owning complex surfaces end to end. Staff designers bring 8+ years, span both 0→1 and at-scale work, and shape how the broader team operates. Both levels partner closely with PMs, engineers, and researchers, and own the outcomes their team ships.\n\nOur design team works AI-first. Designers use Claude Code and Cursor to prototype, ideate, and ship improvements to our codebase. We want designers who already work this way and treat AI as a primary part of their practice.\n\n\n\nTHE PROBLEM WE'RE SOLVING\n\nTherapists lose hours to credentialing, documentation, scheduling, and billing. We're using AI to take that work off their plate and give them more time with patients. Our mission is to help providers build a thriving practice on Headway that practically runs itself, on product surfaces that are fast, reliable, and a delight to use.\n\n\n\nYOU WILL…\n\n - Own the provider product experience end to end, from problem framing through launch and iteration. You're the primary design voice on your team.\n\n - Prototype and test ideas quickly with Claude Code, Cursor, or your AI tool of choice. AI generates the pixels and prototype. You define the patterns, behaviors, and quality bar.\n\n - Partner closely with product managers, engineers, and researchers. You shape what gets built, including scope and priority.\n\n - Design for the workflows providers live in every day: credentialing, scheduling, clinical documentation, and billing. You’ll make complex, high-stakes tasks fast and reliable.\n\n - Run experiments with clear success metrics. You measure task completion, error rates, and provider satisfaction, and you treat a negative result as a finding.\n\n - Contribute to Helix, our design system, and share your AI prompts and patterns with the broader design team.\n\n\n\nAt the Staff level, you'll also:\n\n - Lead both 0→1 and at-scale work. You’ll launch new provider capabilities and meaningfully improve what's already running at scale.\n\n - Design AI-native provider experiences: agentic documentation, intelligent billing automation, and workflows that replace manual processes outright.\n\n - Set the standard for AI-native practice on the design team. You prototype in code and stay involved through launch.\n\n - Mentor other designers, raise the craft bar, and shape how the design org works through critique, design system contributions, and shared practice.\n\n - Influence product direction with design rationale, research, and storytelling. Shaping the provider roadmap is part of the job.\n\n\n\nYOU'LL BE A GREAT FIT IF…\n\nSenior:\n\n - You have 5+ years of product design experience, with a portfolio that shows strong craft, structured thinking, and measurable business impact.\n\n - You have experience designing B2B or professional tools where users are experts who need efficiency and reliability, not hand-holding.\n\n - You're a systems thinker who can take a complex, state-heavy problem and shape it into a coherent experience.\n\n - You bring product strategy instinct. You shape what to build from customer insight and bring your own point of view to the roadmap.\n\n - You're fluent in experimentation. You've run multi-sprint experiment arcs against real metrics, and you design each round to teach you something.\n\n - You're fluent with AI prototyping tools and treat them as core to how you work.\n\n - You're motivated by Headway's mission of making mental healthcare accessible and affordable.\n\n\n\nStaff (all of the above, plus):\n\n - You have 8+ years of product design experience, with a portfolio that shows exceptional craft, systems thinking, and measurable business impact.\n\n - You've done real 0→1 work. You've defined a provider-facing product surface from scratch, and you're comfortable when the requirements aren't written yet.\n\n - You've designed agentic or AI-powered workflows: clinical documentation, intelligent billing, or replacing a manual provider process end to end with an AI-driven one.\n\n - You're a systems thinker who can hold a stateful, multi-actor provider workflow in your head and design with awareness of the full pipeline.\n\n - You've elevated the designers around you through mentorship, critique, or the quality of your own work.\n\nCompensation & Benefits:\n\nThe expected base pay range for this position is $180,000 - $225,000 (Senior) & $212,000 - $265,000 (Staff), based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"e931863d-0a70-4a55-b8fc-ef64c445be3f","title":"Engineering Manager (Network Value)","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York City","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-08-14T20:29:29.079+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/e931863d-0a70-4a55-b8fc-ef64c445be3f","applyUrl":"https://jobs.ashbyhq.com/headway/e931863d-0a70-4a55-b8fc-ef64c445be3f/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Headway's mission is a big one – to build a new mental health care system everyone can access. We've built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.
1 in 4 people in the US have a treatable mental health condition, but the majority of providers don't accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.
Headway was founded in 2019. Since then, we've grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We're a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.
We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).
Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapists to better solve the problems they're facing.
Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iterating.
Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.
Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.
Languages: Python 3, TypeScript
Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js
Datastores: Postgres, Redis
Infrastructure: AWS (Fargate, ECS, S3, SageMaker and more), Spark and Kafka
Monitoring: Datadog, PagerDuty, Sentry
Version Control: Github
Vulnerability Management: Snyk, Semgrep
Cloud Security: Lacework
Headway's mission is to build a new mental healthcare system that everyone can access. We have built the largest insurance-based therapy network in the country, and the insurers paying for it are now asking two fair questions: is it working, and is it worth it? Network Value is the team that answers the second one.
At the risk of oversimplifying it, you could describe the problem as one shoe, one size, one price. Sessions differ enormously in what they involve and in how much they help, and yet they are largely paid for as though they were the same thing. That is not carelessness on anyone's part. Patients, providers and insurers have all been working without the data that would let them be more specific, and producing that data honestly is genuinely hard.
As Engineering Manager for Network Value, you'll lead the team closing that gap: understanding our patients and our providers far better than we do today, using that to match them well, and turning the result into evidence an insurer will accept. The nuance is the job. The differences that matter are real but subtle, and being crude about them has consequences for providers' livelihoods and patients' care.
You'll grow and mentor a team of roughly five to eight engineers, set the roadmap for the pod, and work closely with Product, Clinical, Data, and the people who sit across the table from payers.
Get this right and the same money buys better care. Get it crudely wrong and we either keep paying for care that did not help, or we penalise providers who were doing the right thing all along. Holding both of those at once is the real difficulty of the role, and the reason it needs a strong leader.
We're looking for an engineering leader who is product-minded, data-informed, and energized by growth. You'll work closely with Engineering Leadership, Product, Clinical, and Data to shape the future of Headway's payer strategy. There is an unusually direct line from your team's work to the rates we can defend, and to whether this model of care survives contact with the market.
Lead, manage, and grow the Network Value engineering team
Own delivery on externally-committed launches and metrics, including their guardrails
Set the technical and operational roadmap across segmentation, provider efficiency ranking, and subnetworks
Develop your team through weekly 1:1s, mentorship, and direct feedback, and grow a tech-lead layer beneath you
Partner closely with Product, Clinical, Data Science, and Commercial to iterate quickly and rigorously
Contribute to the broader group and company strategy, not just your own roadmap
3+ years of engineering management experience at a high-growth startup or scale-up
4+ years of experience as a software engineer, enough to hold technical direction credibly
A track record of building and leading high-performing teams that delivered business outcomes through technical investment
A strong product mindset and cross-functional relationships that build trust with users and stakeholders
Experience owning an externally-committed metric or launch date, with the scope discipline that requires
Comfort with data- and ML-heavy systems: measurement, experimentation, and metric guardrails
Nice to have: healthcare, insurance, or another regulated, high-trust domain
Nice to have: value-based care, utilization management, cost-of-care analytics, or marketplace ranking
Nice to have: prior experience with Python, React, and AWS infrastructure
Lead the team that decides whether a new model of mental healthcare can be shown to be worth it, not just described
Own launches and numbers the company commits to externally, with the autonomy that comes with it
Build a tech-lead layer beneath you rather than inherit a finished team
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.
First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experience. You'll also complete an AI Coding round — a collaborative session where we're less focused on syntax and more on how you think through problems and work with AI tools in a technical context.
Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and one more technical interview (System Design), leaving you with a fuller picture of what it's like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
The expected base pay range for this position is $222,800 - 278,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity Compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nENGINEERING MANAGER, NETWORK VALUE\n\nHeadway's mission is a big one – to build a new mental health care system everyone can access. We've built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.\n\n1 in 4 people in the US have a treatable mental health condition, but the majority of providers don't accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.\n\nHeadway was founded in 2019. Since then, we've grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We're a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.\n\nWe want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT ENGINEERING AT HEADWAY\n\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).\n\n\nPRINCIPLES THAT GUIDE US:\n\n - Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapists to better solve the problems they're facing.\n\n - Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iterating.\n\n - Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.\n\n - Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.\n\n\nTOOLS WE USE:\n\n - Languages: Python 3, TypeScript\n\n - Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js\n\n - Datastores: Postgres, Redis\n\n - Infrastructure: AWS (Fargate, ECS, S3, SageMaker and more), Spark and Kafka\n\n - Monitoring: Datadog, PagerDuty, Sentry\n\n - Version Control: Github\n\n - Vulnerability Management: Snyk, Semgrep\n\n - Cloud Security: Lacework\n\n\nABOUT THIS ROLE\n\nHeadway's mission is to build a new mental healthcare system that everyone can access. We have built the largest insurance-based therapy network in the country, and the insurers paying for it are now asking two fair questions: is it working, and is it worth it? Network Value is the team that answers the second one.\n\nAt the risk of oversimplifying it, you could describe the problem as one shoe, one size, one price. Sessions differ enormously in what they involve and in how much they help, and yet they are largely paid for as though they were the same thing. That is not carelessness on anyone's part. Patients, providers and insurers have all been working without the data that would let them be more specific, and producing that data honestly is genuinely hard.\n\nAs Engineering Manager for Network Value, you'll lead the team closing that gap: understanding our patients and our providers far better than we do today, using that to match them well, and turning the result into evidence an insurer will accept. The nuance is the job. The differences that matter are real but subtle, and being crude about them has consequences for providers' livelihoods and patients' care.\n\nYou'll grow and mentor a team of roughly five to eight engineers, set the roadmap for the pod, and work closely with Product, Clinical, Data, and the people who sit across the table from payers.\n\nGet this right and the same money buys better care. Get it crudely wrong and we either keep paying for care that did not help, or we penalise providers who were doing the right thing all along. Holding both of those at once is the real difficulty of the role, and the reason it needs a strong leader.\n\n\n\n\nWHO YOU ARE\n\nWe're looking for an engineering leader who is product-minded, data-informed, and energized by growth. You'll work closely with Engineering Leadership, Product, Clinical, and Data to shape the future of Headway's payer strategy. There is an unusually direct line from your team's work to the rates we can defend, and to whether this model of care survives contact with the market.\n\n\nIN THIS ROLE YOU WILL\n\n - Lead, manage, and grow the Network Value engineering team\n\n - Own delivery on externally-committed launches and metrics, including their guardrails\n\n - Set the technical and operational roadmap across segmentation, provider efficiency ranking, and subnetworks\n\n - Develop your team through weekly 1:1s, mentorship, and direct feedback, and grow a tech-lead layer beneath you\n\n - Partner closely with Product, Clinical, Data Science, and Commercial to iterate quickly and rigorously\n\n - Contribute to the broader group and company strategy, not just your own roadmap\n\n\nEXPERIENCE WE'RE SEEKING\n\n - 3+ years of engineering management experience at a high-growth startup or scale-up\n\n - 4+ years of experience as a software engineer, enough to hold technical direction credibly\n\n - A track record of building and leading high-performing teams that delivered business outcomes through technical investment\n\n - A strong product mindset and cross-functional relationships that build trust with users and stakeholders\n\n - Experience owning an externally-committed metric or launch date, with the scope discipline that requires\n\n - Comfort with data- and ML-heavy systems: measurement, experimentation, and metric guardrails\n\n - Nice to have: healthcare, insurance, or another regulated, high-trust domain\n\n - Nice to have: value-based care, utilization management, cost-of-care analytics, or marketplace ranking\n\n - Nice to have: prior experience with Python, React, and AWS infrastructure\n\n\nYOU'LL LOVE THIS ROLE IF YOU WANT TO\n\n - Lead the team that decides whether a new model of mental healthcare can be shown to be worth it, not just described\n\n - Own launches and numbers the company commits to externally, with the autonomy that comes with it\n\n - Build a tech-lead layer beneath you rather than inherit a finished team\n\n\nOUR INTERVIEW PROCESS\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.\n\n - First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experience. You'll also complete an AI Coding round — a collaborative session where we're less focused on syntax and more on how you think through problems and work with AI tools in a technical context.\n\n - Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and one more technical interview (System Design), leaving you with a fuller picture of what it's like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\nCOMPENSATION AND BENEFITS:\n\nThe expected base pay range for this position is $222,800 - 278,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\nBenefits offered include:\n\n - Equity Compensation\n\n - Medical, Dental, and Vision coverage\n\n - HSA / FSA\n\n - 401K\n\n - Work-from-Home Stipend\n\n - Therapy Reimbursement\n\n - 16-week parental leave for eligible employees\n\n - Carrot Fertility annual reimbursement and membership\n\n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n\n - Flexible PTO\n\n - Employee Assistance Program (EAP)\n\n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"d8e08954-ebf4-4dce-951f-b1de54f337c9","title":"Senior / Staff Product Designer - Patient","department":"All Cost Centers","team":"Product Design","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-08-14T23:14:11.087+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/d8e08954-ebf4-4dce-951f-b1de54f337c9","applyUrl":"https://jobs.ashbyhq.com/headway/d8e08954-ebf4-4dce-951f-b1de54f337c9/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
ABOUT THIS ROLE
We're hiring Senior and Staff Product Designers to own the patient experience at Headway. The work calls for strong craft, sharp product instincts, deep customer obsession, and real fluency in an AI-native environment where prototyping in code is core to the role.
Senior designers bring 5+ years of experience and a track record of owning complex surfaces end to end. Staff designers bring 8+ years, span both 0→1 and at-scale work, and shape how the broader team operates. Both levels partner closely with PMs, engineers, and researchers, and own the outcomes their team ships.
Our design team works AI-first. Designers use Claude Code and Cursor to prototype, ideate, and ship improvements to our codebase. We want designers who already work this way and treat AI as a primary part of their practice.
THE PROBLEM WE'RE SOLVING
Finding the right therapist, understanding your insurance benefits, and staying in care shouldn't be hard. Today it is. One million patients a month ask for a referral to a mental health provider. We're building AI-powered matching and personalized care navigation that gets those patients into care and keeps them there.
YOU WILL…
Own the patient product experience end to end, from problem framing through launch and iteration. You're the primary design voice on your team.
Prototype and test ideas quickly with Claude Code, Cursor, or your AI tool of choice. AI generates the pixels and prototype. You define the patterns, behaviors, and quality bar.
Partner closely with product managers, engineers, and researchers. You shape what gets built, including scope and priority.
Design for the moments that matter most in a patient's journey: finding a provider, understanding their benefits, booking an appointment, and staying engaged in care.
Run experiments with clear success metrics. You measure conversion, retention, and task completion, and you treat a negative result as a finding.
Contribute to Helix, our design system, and share your AI prompts and patterns with the broader design team.
At the Staff level, you'll also:
Lead both 0→1 and at-scale work. You’ll launch new patient surfaces and meaningfully improve what's already running at scale.
Design AI-native patient experiences: conversational flows, intelligent matching, and agentic care navigation that replace manual processes outright.
Set the standard for AI-native practice on the design team. You prototype in code and stay involved through launch.
Mentor other designers, raise the craft bar, and shape how the design org works through critique, design system contributions, and shared practice.
Influence product direction with design rationale, research, and storytelling. Shaping the patient roadmap is part of the job.
YOU'LL BE A GREAT FIT IF…
Senior:
You have 5+ years of product design experience, with a portfolio that shows strong craft, structured thinking, and measurable business impact.
You have experience designing consumer or patient-facing products where the quality of the experience directly affects whether people get help.
You're a systems thinker who can take a complex, state-heavy problem and shape it into a coherent, simple experience.
You bring product strategy instinct. You shape what to build from customer insight and bring your own point of view to the roadmap.
You're fluent in experimentation. You've run multi-sprint experiment arcs against real metrics, and you design each round to teach you something.
You're fluent with AI prototyping tools and treat them as core to how you work.
You're motivated by Headway's mission of making mental healthcare accessible and affordable.
Staff (all of the above, plus):
You have 8+ years of product design experience, with a portfolio that shows exceptional craft, systems thinking, and measurable business impact.
You've done real 0→1 work. You've defined a patient-facing product surface from scratch, and you're comfortable when the requirements aren't written yet.
You've designed agentic or AI-powered workflows: conversational flows, intelligent recommendations, or replacing a manual step in the care journey with an AI-driven one.
You're a systems thinker who can hold a stateful, multi-actor patient experience in your head and design with awareness of the full pipeline.
You've elevated the designers around you through mentorship, critique, or the quality of your own work.
Compensation & Benefits:
The expected base pay range for this position is $180,000 - $225,000 (Senior) & $212,000 - $265,000 (Staff), based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nABOUT THIS ROLE\n\nWe're hiring Senior and Staff Product Designers to own the patient experience at Headway. The work calls for strong craft, sharp product instincts, deep customer obsession, and real fluency in an AI-native environment where prototyping in code is core to the role.\n\nSenior designers bring 5+ years of experience and a track record of owning complex surfaces end to end. Staff designers bring 8+ years, span both 0→1 and at-scale work, and shape how the broader team operates. Both levels partner closely with PMs, engineers, and researchers, and own the outcomes their team ships.\n\nOur design team works AI-first. Designers use Claude Code and Cursor to prototype, ideate, and ship improvements to our codebase. We want designers who already work this way and treat AI as a primary part of their practice.\n\n\n\nTHE PROBLEM WE'RE SOLVING\n\nFinding the right therapist, understanding your insurance benefits, and staying in care shouldn't be hard. Today it is. One million patients a month ask for a referral to a mental health provider. We're building AI-powered matching and personalized care navigation that gets those patients into care and keeps them there.\n\n\n\nYOU WILL…\n\n - Own the patient product experience end to end, from problem framing through launch and iteration. You're the primary design voice on your team.\n\n - Prototype and test ideas quickly with Claude Code, Cursor, or your AI tool of choice. AI generates the pixels and prototype. You define the patterns, behaviors, and quality bar.\n\n - Partner closely with product managers, engineers, and researchers. You shape what gets built, including scope and priority.\n\n - Design for the moments that matter most in a patient's journey: finding a provider, understanding their benefits, booking an appointment, and staying engaged in care.\n\n - Run experiments with clear success metrics. You measure conversion, retention, and task completion, and you treat a negative result as a finding.\n\n - Contribute to Helix, our design system, and share your AI prompts and patterns with the broader design team.\n\n\n\nAt the Staff level, you'll also:\n\n - Lead both 0→1 and at-scale work. You’ll launch new patient surfaces and meaningfully improve what's already running at scale.\n\n - Design AI-native patient experiences: conversational flows, intelligent matching, and agentic care navigation that replace manual processes outright.\n\n - Set the standard for AI-native practice on the design team. You prototype in code and stay involved through launch.\n\n - Mentor other designers, raise the craft bar, and shape how the design org works through critique, design system contributions, and shared practice.\n\n - Influence product direction with design rationale, research, and storytelling. Shaping the patient roadmap is part of the job.\n\n\n\nYOU'LL BE A GREAT FIT IF…\n\nSenior:\n\n - You have 5+ years of product design experience, with a portfolio that shows strong craft, structured thinking, and measurable business impact.\n\n - You have experience designing consumer or patient-facing products where the quality of the experience directly affects whether people get help.\n\n - You're a systems thinker who can take a complex, state-heavy problem and shape it into a coherent, simple experience.\n\n - You bring product strategy instinct. You shape what to build from customer insight and bring your own point of view to the roadmap.\n\n - You're fluent in experimentation. You've run multi-sprint experiment arcs against real metrics, and you design each round to teach you something.\n\n - You're fluent with AI prototyping tools and treat them as core to how you work.\n\n - You're motivated by Headway's mission of making mental healthcare accessible and affordable.\n\n\n\nStaff (all of the above, plus):\n\n - You have 8+ years of product design experience, with a portfolio that shows exceptional craft, systems thinking, and measurable business impact.\n\n - You've done real 0→1 work. You've defined a patient-facing product surface from scratch, and you're comfortable when the requirements aren't written yet.\n\n - You've designed agentic or AI-powered workflows: conversational flows, intelligent recommendations, or replacing a manual step in the care journey with an AI-driven one.\n\n - You're a systems thinker who can hold a stateful, multi-actor patient experience in your head and design with awareness of the full pipeline.\n\n - You've elevated the designers around you through mentorship, critique, or the quality of your own work.\n\nCompensation & Benefits:\n\nThe expected base pay range for this position is $180,000 - $225,000 (Senior) & $212,000 - $265,000 (Staff), based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"c8fc48cc-f556-421f-b824-58b9c82644a6","title":"Staff Infrastructure Engineer","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York City","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-08-12T19:50:09.500+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/c8fc48cc-f556-421f-b824-58b9c82644a6","applyUrl":"https://jobs.ashbyhq.com/headway/c8fc48cc-f556-421f-b824-58b9c82644a6/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Architect and own the cloud platform that every engineer at Headway deploys on. Make deploys boring, scaling automatic, infrastructure self-serve, and cost attributable.
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. Infrastructure Engineering is one of three teams in Engineering Foundations, alongside Agentic Engineering and Eddy, Headway's internal AI platform. We own the infrastructure Headway runs on, as well as the performance and scalability of Headway's FastAPI/Python monolith, and the AWS infrastructure it runs on. We are the paved road the rest of engineering builds on: databases, deploys, asynchronous platform, observability, autoscaling, and self-serve compute infrastructure.
As AI dramatically increases code velocity across the org, our mandate is to make every change safe from the start and build systems that get safer as they get faster.
You will own the cloud platform Headway runs on. You will lead the work to isolate blast radius, make autoscaling trustworthy, and build a self-serve infrastructure platform so that the Infrastructure Engineering team focuses on the strategic and unusual, not the routine.
You will serve as the technical anchor for Headway's compute, networking, and deployment platform, and bring Staff-level influence to an area that every engineer depends on daily.
Deployment architecture and blast-radius containment. Redesign deployment so that a mistake in one part of our service cannot block or take down others. Continue to drive our shift toward per-service deploy isolation and functional-area slices that contain failures rather than propagating them across the platform.
Container footprint and networking. Own the ECS and EKS footprint, evaluate broader EKS adoption for AI workloads, and design the next iteration of inter-service network connectivity.
Capacity and scaling. Own capacity for a spiky workload: floors computed ahead of demand rather than chased by reactive scaling, self-deriving from data, with drift caught early.
Self-serve infrastructure platform. Build the Terraform self-serve platform with guardrails so engineering teams own their standard infrastructure changes and Reliability Engineering reviews only the non-standard ones.
Cloud cost attribution and controls. Stand up per-team cost attribution across AWS, Datadog, and LLM spend. Make infrastructure costs visible and attributable so teams can make informed tradeoffs.
Python runtime and dependency health. Own how the monolith behaves under load: garbage collection, event loop contention, and the runtime limits that bite first. Lead the framework and package upgrades most teams defer.
A technical leader who combines deep cloud and infrastructure expertise with the instincts to drive alignment across teams. You thrive in ambiguity, operate with a high degree of ownership, and are as comfortable setting technical direction as you are building. You make other engineers better through architecture reviews, runbooks, and paved-road tooling that raises the baseline for everyone who ships on the platform.
Experience we're seeking:
8 or more years in platform, infrastructure, or SRE roles at companies running significant production traffic
Deep AWS expertise and production ownership of compute and networking at scale (ECS, EKS, RDS, networking, IAM)
Strong infrastructure-as-code experience, particularly Terraform, including designing self-serve platforms for other engineering teams
Hands-on autoscaling and capacity engineering, and container orchestration with ECS and/or EKS
Track record making deploys safe and self-serve for other teams, not just your own
Staff-level influence: you drive decisions across team boundaries and raise the infrastructure bar org-wide without requiring management authority to do it
Nice to have:
FinOps and cloud cost optimization experience
Kubernetes and EKS depth
Observability tooling at scale (Datadog)
Experience in healthcare or other regulated environments
Experience with event driven systems
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nTHE ROLE\n\nArchitect and own the cloud platform that every engineer at Headway deploys on. Make deploys boring, scaling automatic, infrastructure self-serve, and cost attributable.\n\n\n\n\nABOUT INFRASTRUCTURE ENGINEERING AT HEADWAY\n\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. Infrastructure Engineering is one of three teams in Engineering Foundations, alongside Agentic Engineering and Eddy, Headway's internal AI platform. We own the infrastructure Headway runs on, as well as the performance and scalability of Headway's FastAPI/Python monolith, and the AWS infrastructure it runs on. We are the paved road the rest of engineering builds on: databases, deploys, asynchronous platform, observability, autoscaling, and self-serve compute infrastructure.\n\nAs AI dramatically increases code velocity across the org, our mandate is to make every change safe from the start and build systems that get safer as they get faster.\n\n\n\n\nABOUT THIS ROLE\n\nYou will own the cloud platform Headway runs on. You will lead the work to isolate blast radius, make autoscaling trustworthy, and build a self-serve infrastructure platform so that the Infrastructure Engineering team focuses on the strategic and unusual, not the routine.\n\nYou will serve as the technical anchor for Headway's compute, networking, and deployment platform, and bring Staff-level influence to an area that every engineer depends on daily.\n\n\n\n\nWHAT YOU'LL OWN\n\n - Deployment architecture and blast-radius containment. Redesign deployment so that a mistake in one part of our service cannot block or take down others. Continue to drive our shift toward per-service deploy isolation and functional-area slices that contain failures rather than propagating them across the platform.\n\n - Container footprint and networking. Own the ECS and EKS footprint, evaluate broader EKS adoption for AI workloads, and design the next iteration of inter-service network connectivity.\n\n - Capacity and scaling. Own capacity for a spiky workload: floors computed ahead of demand rather than chased by reactive scaling, self-deriving from data, with drift caught early.\n\n - Self-serve infrastructure platform. Build the Terraform self-serve platform with guardrails so engineering teams own their standard infrastructure changes and Reliability Engineering reviews only the non-standard ones.\n\n - Cloud cost attribution and controls. Stand up per-team cost attribution across AWS, Datadog, and LLM spend. Make infrastructure costs visible and attributable so teams can make informed tradeoffs.\n\n - Python runtime and dependency health. Own how the monolith behaves under load: garbage collection, event loop contention, and the runtime limits that bite first. Lead the framework and package upgrades most teams defer.\n\n\nWHO YOU ARE\n\nA technical leader who combines deep cloud and infrastructure expertise with the instincts to drive alignment across teams. You thrive in ambiguity, operate with a high degree of ownership, and are as comfortable setting technical direction as you are building. You make other engineers better through architecture reviews, runbooks, and paved-road tooling that raises the baseline for everyone who ships on the platform.\n\nExperience we're seeking:\n\n - 8 or more years in platform, infrastructure, or SRE roles at companies running significant production traffic\n\n - Deep AWS expertise and production ownership of compute and networking at scale (ECS, EKS, RDS, networking, IAM)\n\n - Strong infrastructure-as-code experience, particularly Terraform, including designing self-serve platforms for other engineering teams\n\n - Hands-on autoscaling and capacity engineering, and container orchestration with ECS and/or EKS\n\n - Track record making deploys safe and self-serve for other teams, not just your own\n\n - Staff-level influence: you drive decisions across team boundaries and raise the infrastructure bar org-wide without requiring management authority to do it\n\nNice to have:\n\n - FinOps and cloud cost optimization experience\n\n - Kubernetes and EKS depth\n\n - Observability tooling at scale (Datadog)\n\n - Experience in healthcare or other regulated environments\n\n - Experience with event driven systems\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"5986b67d-4ded-4280-8b28-dcb41f120f62","title":"Engineering Manager (Data Safety)","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York City","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-08-14T21:52:16.104+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/5986b67d-4ded-4280-8b28-dcb41f120f62","applyUrl":"https://jobs.ashbyhq.com/headway/5986b67d-4ded-4280-8b28-dcb41f120f62/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Headway's mission is a big one – to build a new mental health care system everyone can access. We've built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.
1 in 4 people in the US have a treatable mental health condition, but the majority of providers don't accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.
Headway was founded in 2019. Since then, we've grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We're a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.
We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).
Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapists to better solve the problems they're facing.
Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iterating.
Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.
Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.
Languages: Python 3, TypeScript
Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js
Datastores: Postgres, Redis
Infrastructure: AWS (Fargate, ECS, S3, SageMaker and more), Spark and Kafka
Monitoring: Datadog, PagerDuty, Sentry
Version Control: Github
Vulnerability Management: Snyk, Semgrep
Cloud Security: Lacework
Headway's mission is to build a new mental healthcare system that everyone can access. The data we hold to do that is some of the most sensitive there is: what someone said in therapy. Data Safety is the team that makes it possible to learn from that data without putting the people in it at risk.
As Engineering Manager for Data Safety, you'll lead that team. Protecting patient data is Headway's first priority, ahead of any roadmap, and that is not a slogan here: it is the constraint every other team designs around. Your job is to turn that constraint into something people can build on rather than something they route around.
The upside is enormous. With tens of thousands of providers and millions of sessions, Headway holds what is very likely the richest picture of real mental health care anywhere in the world. Remarkably little is known at scale about which care helps whom, and we are sitting on the data that could answer it. The blocker has never been curiosity, it is having a safe way in.
The core of that is de-identification: removing the person from the record while keeping the clinical signal, and getting the method certified so the whole company can rely on it. You'll grow and mentor a team of roughly five to eight engineers, set the roadmap for the pod, and work closely with Security, Legal, Compliance, Data, and the product teams that depend on you.
The bar is high. We have to be able to stand behind how we handle this data to a regulator, to a payer, and to the patient it came from. Get that right and what your team ships sets the ceiling on how much Headway can learn, and on how many people we can help.
We're looking for an engineering leader who is pragmatic, product-minded about platform work, and energized by growth. You'll work closely with Engineering Leadership, Security, Legal, and Data to shape how Headway handles its most sensitive data.
Lead, manage, and grow the Data Safety engineering team
Own delivery on privacy and compliance commitments, including their audit evidence
Set the technical and operational roadmap across de-identification, data access tiers, entitlements, and LLM data handling
Develop your team through weekly 1:1s, mentorship, and direct feedback, and grow a tech-lead layer beneath you
Partner closely with Security, Privacy and Compliance, Legal, Data Platform, and product pods to move quickly and safely
Contribute to the broader group and company strategy, not just your own roadmap
3+ years of engineering management experience at a high-growth startup or scale-up
4+ years of experience as a software engineer, enough to hold technical direction credibly
A track record of building and leading high-performing teams that delivered business outcomes through technical investment
A strong product mindset and cross-functional relationships that build trust with users and stakeholders
Experience shipping under real compliance or audit pressure, with the scope discipline that requires
Comfort with data platform and privacy systems: access control, data classification, pipelines, and de-identification
Nice to have: healthcare, financial services, or another regulated, high-trust domain
Nice to have: HIPAA de-identification, tokenisation, differential privacy, or data governance tooling
Nice to have: prior experience with Python, React, and AWS infrastructure
Lead the team that decides what the rest of the company can safely learn from its data
Own commitments the company is accountable for to regulators, auditors, and partners
Build a tech-lead layer beneath you rather than inherit a finished team
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.
First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experience. You'll also complete an AI Coding round — a collaborative session where we're less focused on syntax and more on how you think through problems and work with AI tools in a technical context.
Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and one more technical interview (System Design), leaving you with a fuller picture of what it's like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
The expected base pay range for this position is $222,800 - 278,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity Compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nENGINEERING MANAGER, DATA SAFETY\n\nHeadway's mission is a big one – to build a new mental health care system everyone can access. We've built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.\n\n1 in 4 people in the US have a treatable mental health condition, but the majority of providers don't accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.\n\nHeadway was founded in 2019. Since then, we've grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We're a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.\n\nWe want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT ENGINEERING AT HEADWAY\n\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).\n\n\nPRINCIPLES THAT GUIDE US:\n\n - Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapists to better solve the problems they're facing.\n\n - Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iterating.\n\n - Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.\n\n - Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.\n\n\nTOOLS WE USE:\n\n - Languages: Python 3, TypeScript\n\n - Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js\n\n - Datastores: Postgres, Redis\n\n - Infrastructure: AWS (Fargate, ECS, S3, SageMaker and more), Spark and Kafka\n\n - Monitoring: Datadog, PagerDuty, Sentry\n\n - Version Control: Github\n\n - Vulnerability Management: Snyk, Semgrep\n\n - Cloud Security: Lacework\n\n\nABOUT THIS ROLE\n\nHeadway's mission is to build a new mental healthcare system that everyone can access. The data we hold to do that is some of the most sensitive there is: what someone said in therapy. Data Safety is the team that makes it possible to learn from that data without putting the people in it at risk.\n\nAs Engineering Manager for Data Safety, you'll lead that team. Protecting patient data is Headway's first priority, ahead of any roadmap, and that is not a slogan here: it is the constraint every other team designs around. Your job is to turn that constraint into something people can build on rather than something they route around.\n\nThe upside is enormous. With tens of thousands of providers and millions of sessions, Headway holds what is very likely the richest picture of real mental health care anywhere in the world. Remarkably little is known at scale about which care helps whom, and we are sitting on the data that could answer it. The blocker has never been curiosity, it is having a safe way in.\n\nThe core of that is de-identification: removing the person from the record while keeping the clinical signal, and getting the method certified so the whole company can rely on it. You'll grow and mentor a team of roughly five to eight engineers, set the roadmap for the pod, and work closely with Security, Legal, Compliance, Data, and the product teams that depend on you.\n\nThe bar is high. We have to be able to stand behind how we handle this data to a regulator, to a payer, and to the patient it came from. Get that right and what your team ships sets the ceiling on how much Headway can learn, and on how many people we can help.\n\n\n\n\nWHO YOU ARE\n\nWe're looking for an engineering leader who is pragmatic, product-minded about platform work, and energized by growth. You'll work closely with Engineering Leadership, Security, Legal, and Data to shape how Headway handles its most sensitive data.\n\n\n\n\nIN THIS ROLE YOU WILL\n\n - Lead, manage, and grow the Data Safety engineering team\n\n - Own delivery on privacy and compliance commitments, including their audit evidence\n\n - Set the technical and operational roadmap across de-identification, data access tiers, entitlements, and LLM data handling\n\n - Develop your team through weekly 1:1s, mentorship, and direct feedback, and grow a tech-lead layer beneath you\n\n - Partner closely with Security, Privacy and Compliance, Legal, Data Platform, and product pods to move quickly and safely\n\n - Contribute to the broader group and company strategy, not just your own roadmap\n\n\nEXPERIENCE WE'RE SEEKING\n\n - 3+ years of engineering management experience at a high-growth startup or scale-up\n\n - 4+ years of experience as a software engineer, enough to hold technical direction credibly\n\n - A track record of building and leading high-performing teams that delivered business outcomes through technical investment\n\n - A strong product mindset and cross-functional relationships that build trust with users and stakeholders\n\n - Experience shipping under real compliance or audit pressure, with the scope discipline that requires\n\n - Comfort with data platform and privacy systems: access control, data classification, pipelines, and de-identification\n\n - Nice to have: healthcare, financial services, or another regulated, high-trust domain\n\n - Nice to have: HIPAA de-identification, tokenisation, differential privacy, or data governance tooling\n\n - Nice to have: prior experience with Python, React, and AWS infrastructure\n\n\nYOU'LL LOVE THIS ROLE IF YOU WANT TO\n\n - Lead the team that decides what the rest of the company can safely learn from its data\n\n - Own commitments the company is accountable for to regulators, auditors, and partners\n\n - Build a tech-lead layer beneath you rather than inherit a finished team\n\n\nOUR INTERVIEW PROCESS\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.\n\n - First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experience. You'll also complete an AI Coding round — a collaborative session where we're less focused on syntax and more on how you think through problems and work with AI tools in a technical context.\n\n - Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and one more technical interview (System Design), leaving you with a fuller picture of what it's like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\nCOMPENSATION AND BENEFITS:\n\nThe expected base pay range for this position is $222,800 - 278,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\nBenefits offered include:\n\n - Equity Compensation\n\n - Medical, Dental, and Vision coverage\n\n - HSA / FSA\n\n - 401K\n\n - Work-from-Home Stipend\n\n - Therapy Reimbursement\n\n - 16-week parental leave for eligible employees\n\n - Carrot Fertility annual reimbursement and membership\n\n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n\n - Flexible PTO\n\n - Employee Assistance Program (EAP)\n\n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"6894c152-cc8e-431a-85a4-131f4b885b95","title":"Senior Engineering Manager (Network Value + Outcomes)","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York City","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-08-14T21:58:57.459+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/6894c152-cc8e-431a-85a4-131f4b885b95","applyUrl":"https://jobs.ashbyhq.com/headway/6894c152-cc8e-431a-85a4-131f4b885b95/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Headway's mission is a big one – to build a new mental health care system everyone can access. We've built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.
1 in 4 people in the US have a treatable mental health condition, but the majority of providers don't accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.
Headway was founded in 2019. Since then, we've grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We're a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.
We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).
Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapists to better solve the problems they're facing.
Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iterating.
Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.
Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.
Languages: Python 3, TypeScript
Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js
Datastores: Postgres, Redis
Infrastructure: AWS (Fargate, ECS, S3, SageMaker and more), Spark and Kafka
Monitoring: Datadog, PagerDuty, Sentry
Version Control: Github
Vulnerability Management: Snyk, Semgrep
Cloud Security: Lacework
Headway's mission is to build a new mental healthcare system that everyone can access, one that works for patients, providers, and payers alike. Our Payer & Outcomes group is where we prove that model works. We build the systems that answer two questions insurers have never been able to answer well: did the care actually work, and was it worth it?
As Senior Engineering Manager for Payer & Outcomes, you'll lead the two teams that answer them. Outcomes builds our measurement backbone: collecting patient-reported outcomes at scale, tracking symptom improvement and retention to care, and turning that into evidence we can stand behind. Network Value builds the intelligence behind utilization and cost of care, covering patient acuity and segmentation, provider efficiency ranking, and the sub-network logic that routes a patient to the right level of care.
These two teams share data foundations, a measurement stack, and an audience, which is why they sit together under one leader. You'll own delivery on a company-level goal we have publicly committed to: significantly increasing the share of new patients with a baseline outcome measure, without increasing provider churn. That means holding quality and adoption in tension rather than trading one for the other.
You'll grow and mentor a team of roughly eight engineers plus an engineering manager, set the technical and operational roadmap across both pods, and partner daily with Product, Clinical, Data Science, and our payer-facing commercial teams. This is a deeply cross-functional role: your work is what lets Headway move payers from administrative oversight to genuine care partnership.
The stakes here are concrete. Elsewhere in the group we now review clinical notes and prompt providers to put a safety plan in place when a patient shows signs of suicidal risk. At full adoption across our network, that single intervention is estimated to prevent more than 1,000 deaths a year. Your teams build the measurement and targeting layer that decides where interventions like that get aimed, and whether we can prove they worked.
We're looking for an experienced engineering leader who is product-minded, data-informed, and energized by growth. You'll work closely with Engineering Leadership, Product, and Data to shape the future of Headway's payer strategy. There is an unusually direct line from your team's work to whether this model of care survives contact with the market.
Lead, manage, and grow two engineering teams
Own delivery on a company-level outcomes key result, including its guardrails
Set the technical and operational roadmap across measurement, segmentation, and utilization
Develop your team through weekly 1:1s, mentorship, and direct feedback, and develop the manager reporting to you
Partner closely with Product, Clinical, Data Science, and Commercial to iterate quickly and rigorously
Contribute to the broader group and company strategy, not just your own roadmap
6+ years of engineering management experience at a high-growth startup or scale-up, including managing managers or tech leads
3–5+ years of experience as a software engineer, enough to hold technical direction credibly
A track record of building and leading high-performing teams that delivered business outcomes through technical investment
A strong product mindset and cross-functional relationships that build trust with users and stakeholders
Experience owning an externally-committed metric, with the scope discipline that requires
Comfort with data- and ML-heavy systems: measurement, experimentation, and metric guardrails
Nice to have: healthcare, insurance, or another regulated, high-trust domain
Nice to have: value-based care, quality measurement, or utilization management
Nice to have: prior experience with Python, React, and AWS infrastructure
Lead the teams that decide whether a new model of mental healthcare can be proven, not just described
Own a number the company reports externally, with the autonomy that comes with it
Build an engineering management layer beneath you rather than inherit a finished org
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.
First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experience. You'll also complete an AI Coding round — a collaborative session where we're less focused on syntax and more on how you think through problems and work with AI tools in a technical context.
Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and one more technical interview (System Design), leaving you with a fuller picture of what it's like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
The expected base pay range for this position is $265,200 - 331,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity Compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nHeadway's mission is a big one – to build a new mental health care system everyone can access. We've built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.\n\n1 in 4 people in the US have a treatable mental health condition, but the majority of providers don't accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.\n\nHeadway was founded in 2019. Since then, we've grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We're a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.\n\nWe want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT ENGINEERING AT HEADWAY\n\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).\n\n\n\n\nPRINCIPLES THAT GUIDE US:\n\n - Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapists to better solve the problems they're facing.\n\n - Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iterating.\n\n - Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.\n\n - Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.\n\n\nTOOLS WE USE:\n\n - Languages: Python 3, TypeScript\n\n - Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js\n\n - Datastores: Postgres, Redis\n\n - Infrastructure: AWS (Fargate, ECS, S3, SageMaker and more), Spark and Kafka\n\n - Monitoring: Datadog, PagerDuty, Sentry\n\n - Version Control: Github\n\n - Vulnerability Management: Snyk, Semgrep\n\n - Cloud Security: Lacework\n\n\nABOUT THIS ROLE\n\nHeadway's mission is to build a new mental healthcare system that everyone can access, one that works for patients, providers, and payers alike. Our Payer & Outcomes group is where we prove that model works. We build the systems that answer two questions insurers have never been able to answer well: did the care actually work, and was it worth it?\n\nAs Senior Engineering Manager for Payer & Outcomes, you'll lead the two teams that answer them. Outcomes builds our measurement backbone: collecting patient-reported outcomes at scale, tracking symptom improvement and retention to care, and turning that into evidence we can stand behind. Network Value builds the intelligence behind utilization and cost of care, covering patient acuity and segmentation, provider efficiency ranking, and the sub-network logic that routes a patient to the right level of care.\n\nThese two teams share data foundations, a measurement stack, and an audience, which is why they sit together under one leader. You'll own delivery on a company-level goal we have publicly committed to: significantly increasing the share of new patients with a baseline outcome measure, without increasing provider churn. That means holding quality and adoption in tension rather than trading one for the other.\n\nYou'll grow and mentor a team of roughly eight engineers plus an engineering manager, set the technical and operational roadmap across both pods, and partner daily with Product, Clinical, Data Science, and our payer-facing commercial teams. This is a deeply cross-functional role: your work is what lets Headway move payers from administrative oversight to genuine care partnership.\n\nThe stakes here are concrete. Elsewhere in the group we now review clinical notes and prompt providers to put a safety plan in place when a patient shows signs of suicidal risk. At full adoption across our network, that single intervention is estimated to prevent more than 1,000 deaths a year. Your teams build the measurement and targeting layer that decides where interventions like that get aimed, and whether we can prove they worked.\n\n\n\n\nWHO YOU ARE\n\nWe're looking for an experienced engineering leader who is product-minded, data-informed, and energized by growth. You'll work closely with Engineering Leadership, Product, and Data to shape the future of Headway's payer strategy. There is an unusually direct line from your team's work to whether this model of care survives contact with the market.\n\n\n\n\nIN THIS ROLE YOU WILL\n\n - Lead, manage, and grow two engineering teams\n\n - Own delivery on a company-level outcomes key result, including its guardrails\n\n - Set the technical and operational roadmap across measurement, segmentation, and utilization\n\n - Develop your team through weekly 1:1s, mentorship, and direct feedback, and develop the manager reporting to you\n\n - Partner closely with Product, Clinical, Data Science, and Commercial to iterate quickly and rigorously\n\n - Contribute to the broader group and company strategy, not just your own roadmap\n\n\nEXPERIENCE WE'RE SEEKING\n\n - 6+ years of engineering management experience at a high-growth startup or scale-up, including managing managers or tech leads\n\n - 3–5+ years of experience as a software engineer, enough to hold technical direction credibly\n\n - A track record of building and leading high-performing teams that delivered business outcomes through technical investment\n\n - A strong product mindset and cross-functional relationships that build trust with users and stakeholders\n\n - Experience owning an externally-committed metric, with the scope discipline that requires\n\n - Comfort with data- and ML-heavy systems: measurement, experimentation, and metric guardrails\n\n - Nice to have: healthcare, insurance, or another regulated, high-trust domain\n\n - Nice to have: value-based care, quality measurement, or utilization management\n\n - Nice to have: prior experience with Python, React, and AWS infrastructure\n\n\nYOU'LL LOVE THIS ROLE IF YOU WANT TO\n\n - Lead the teams that decide whether a new model of mental healthcare can be proven, not just described\n\n - Own a number the company reports externally, with the autonomy that comes with it\n\n - Build an engineering management layer beneath you rather than inherit a finished org\n\n\nOUR INTERVIEW PROCESS\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.\n\n - First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experience. You'll also complete an AI Coding round — a collaborative session where we're less focused on syntax and more on how you think through problems and work with AI tools in a technical context.\n\n - Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and one more technical interview (System Design), leaving you with a fuller picture of what it's like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\nCOMPENSATION AND BENEFITS:\n\nThe expected base pay range for this position is $265,200 - 331,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\nBenefits offered include:\n\n - Equity Compensation\n\n - Medical, Dental, and Vision coverage\n\n - HSA / FSA\n\n - 401K\n\n - Work-from-Home Stipend\n\n - Therapy Reimbursement\n\n - 16-week parental leave for eligible employees\n\n - Carrot Fertility annual reimbursement and membership\n\n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n\n - Flexible PTO\n\n - Employee Assistance Program (EAP)\n\n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"82e63da4-9c69-4439-904e-ac069895c7fe","title":"Senior Engineering Manager (Infrastructure)","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York City","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-08-13T21:29:14.261+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/82e63da4-9c69-4439-904e-ac069895c7fe","applyUrl":"https://jobs.ashbyhq.com/headway/82e63da4-9c69-4439-904e-ac069895c7fe/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About Engineering at Headway
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).
Principles that guide us:
Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapist to better solve the problems they're facing.
Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration
Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.
Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.
About this role:
You'll lead the Infrastructure team — one of three teams in Engineering Foundations, alongside Agentic Engineering and Eddy, Headway's internal AI platform — that every other team at Headway builds on. You'll own cloud infrastructure, deployment pipelines, LLM infrastructure (gateway, multi-provider failover, per-team rate limiting), the database platform, observability, and incident response, while hiring and growing a high-performance team shipping at AI-accelerated velocity.
As AI dramatically increases code velocity across the org, our mandate is to make every change safe from the start and build systems that get safer as they get faster, working toward a model where routine infrastructure is self-serve and the team spends the majority of its time on strategic platform work. That means owning the reliability, performance, and scalability of Mamba, Headway's FastAPI/Python monolith, and the AWS infrastructure it runs on. This is a technical leadership role: you'll set strategy and vision for the team, report to the Head of Engineering Foundations, and lead through credibility in design reviews and incident response, not through distance from the work.
An engineering team: hiring to a high bar into a growing team, developing engineers through the senior and staff levels, and running an effective on-call rotation for a team the rest of engineering depends on.
The infrastructure platform: a system every other Headway team builds on, and a roadmap spanning cloud infrastructure, deployment pipelines, LLM infrastructure, the data layer, and observability.
The shift from reactive to strategic: driving the team's operating model toward self-serve infrastructure, so the team spends more time on strategic platform work and less on routine support requests.
Blast-radius reduction: leading the architectural and deployment validation work that contains the scope and duration of incidents when they happen.
The org interface: defining production readiness expectations for AI workloads, co-owning container security and secrets management with the Security team, and making sure the platform is accessible and well-understood by the product engineering teams that depend on it.
We're looking for experienced engineering team leaders and people managers who are relationship-obsessed, drive results, and enable their teams to build for technical excellence. As a Senior Engineering Manager at Headway, you will work closely with Engineering Leadership, Security, and product engineering teams across the org to help shape the future of the engineering organization.
You are an infrastructure leader who is as comfortable in a postmortem as you are in a planning doc. You know how to run a team that carries a support queue while still making progress on strategic platform work. You hold the technical bar yourself and earn credibility with the team through the quality of your judgment, not your title.
Experience we're seeking:
5-7+ years of experience as an Engineering Manager, with experience leading infrastructure or platform teams.
5+ years of experience as a Software or Infrastructure Engineer, with enough depth to lead credibly in design reviews and incident response
Experience managing the interface between a platform team and the product engineering teams that depend on it, including setting ownership boundaries and building self-serve tooling
Comfortable managing through competing demands: a support queue, a strategic roadmap, an on-call rotation, and fast-moving external dependencies all at once
Familiarity with cloud infrastructure at scale (AWS), observability tooling (Datadog or similar), and deployment pipelines at companies where reliability is a product requirement
Experience owning a platform strategy and representing it to senior leadership: setting measurable goals for infrastructure work, and making the case for foundational investment in terms the business understands
Below are additional experiences we think help engineering managers succeed at Headway:
You have led a team through a significant architectural transition, such as moving from a monolith toward service isolation, or from manual to automated operations
You have experience building or governing LLM infrastructure and AI platform primitives
You have experience in healthcare or another regulated environment
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout Engineering at Headway\n\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small but mighty team using technology to build that future (and have a fun time while doing it!).\n\nPrinciples that guide us:\n\n - Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapist to better solve the problems they're facing.\n\n - Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration\n\n - Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.\n\n - Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.\n\nAbout this role: \n\nYou'll lead the Infrastructure team — one of three teams in Engineering Foundations, alongside Agentic Engineering and Eddy, Headway's internal AI platform — that every other team at Headway builds on. You'll own cloud infrastructure, deployment pipelines, LLM infrastructure (gateway, multi-provider failover, per-team rate limiting), the database platform, observability, and incident response, while hiring and growing a high-performance team shipping at AI-accelerated velocity.\n\nAs AI dramatically increases code velocity across the org, our mandate is to make every change safe from the start and build systems that get safer as they get faster, working toward a model where routine infrastructure is self-serve and the team spends the majority of its time on strategic platform work. That means owning the reliability, performance, and scalability of Mamba, Headway's FastAPI/Python monolith, and the AWS infrastructure it runs on. This is a technical leadership role: you'll set strategy and vision for the team, report to the Head of Engineering Foundations, and lead through credibility in design reviews and incident response, not through distance from the work.\n\n\nWHAT YOU'LL OWN\n\n - An engineering team: hiring to a high bar into a growing team, developing engineers through the senior and staff levels, and running an effective on-call rotation for a team the rest of engineering depends on.\n\n - The infrastructure platform: a system every other Headway team builds on, and a roadmap spanning cloud infrastructure, deployment pipelines, LLM infrastructure, the data layer, and observability.\n\n - The shift from reactive to strategic: driving the team's operating model toward self-serve infrastructure, so the team spends more time on strategic platform work and less on routine support requests.\n\n - Blast-radius reduction: leading the architectural and deployment validation work that contains the scope and duration of incidents when they happen.\n\n - The org interface: defining production readiness expectations for AI workloads, co-owning container security and secrets management with the Security team, and making sure the platform is accessible and well-understood by the product engineering teams that depend on it.\n\n\nWHO YOU ARE\n\nWe're looking for experienced engineering team leaders and people managers who are relationship-obsessed, drive results, and enable their teams to build for technical excellence. As a Senior Engineering Manager at Headway, you will work closely with Engineering Leadership, Security, and product engineering teams across the org to help shape the future of the engineering organization.\n\nYou are an infrastructure leader who is as comfortable in a postmortem as you are in a planning doc. You know how to run a team that carries a support queue while still making progress on strategic platform work. You hold the technical bar yourself and earn credibility with the team through the quality of your judgment, not your title.\n\nExperience we're seeking:\n\n - 5-7+ years of experience as an Engineering Manager, with experience leading infrastructure or platform teams.\n\n - 5+ years of experience as a Software or Infrastructure Engineer, with enough depth to lead credibly in design reviews and incident response\n\n - Experience managing the interface between a platform team and the product engineering teams that depend on it, including setting ownership boundaries and building self-serve tooling\n\n - Comfortable managing through competing demands: a support queue, a strategic roadmap, an on-call rotation, and fast-moving external dependencies all at once\n\n - Familiarity with cloud infrastructure at scale (AWS), observability tooling (Datadog or similar), and deployment pipelines at companies where reliability is a product requirement\n\n - Experience owning a platform strategy and representing it to senior leadership: setting measurable goals for infrastructure work, and making the case for foundational investment in terms the business understands\n\nBelow are additional experiences we think help engineering managers succeed at Headway:\n\n - You have led a team through a significant architectural transition, such as moving from a monolith toward service isolation, or from manual to automated operations\n\n - You have experience building or governing LLM infrastructure and AI platform primitives\n\n - You have experience in healthcare or another regulated environment\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"18261737-fed6-4203-aeaa-6068545f9f1e","title":"Chief of Staff, R&D ","department":"All Cost Centers","team":"Product Management","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[],"publishedAt":"2026-08-18T18:15:12.317+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/18261737-fed6-4203-aeaa-6068545f9f1e","applyUrl":"https://jobs.ashbyhq.com/headway/18261737-fed6-4203-aeaa-6068545f9f1e/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About This Role
R&D — Engineering, Product, Design and Data — is Headway's largest investment and the engine of our growth. By early 2027 we expect to be a 500-person R&D team, and we're rebuilding how the org works now that AI has changed what a team can do.
As Chief of Staff, R&D, you own the operating system that lets this organization decide fast and stay aligned. You’ll run the operations of the R&D org from quarterly/annual planning to headcount prioritization to improving our ways of working on a continuous basis. You'll run the rhythm of the org, turn strategy into plans with named owners and real dates, surface the trade-offs that leaders need to see before they choose. You will be the connective tissue across Product, Engineering, Data, and Design, and the person who notices misalignment a month before it becomes a missed quarter.
This is a Director-level individual contributor role. This is not an administrative coordinator role, and it is not a shadow VP of Product or Engineering. You won't own a roadmap or tell teams what to build. You'll own how work moves.
You Will
Own the R&D rhythm of business: leadership staff meetings, product & tech reviews, quarterly planning, R&D all-hands, board meeting prep etc. Build the minimum process each one needs and no more.
Run the R&D planning cycle end to end — draft the guidance, coordinate team-level plans across Product, Engineering, and Design, and land a set of commitments the company can hold us to.
Surface trade-offs rather than resolve them quietly. Bring leaders options, costs, and a recommendation so that prioritization calls are explicit and visible.
Write for the leadership team: board materials, strategy reviews, decision memos, and R&D-wide communications. Turn a messy debate into two pages that make the decision obvious.
Act as connective tissue across the org, spot misalignment early and help leaders converge on direction, trade-offs, and next steps.
Take on the highest-priority, least-owned problems: org design, capacity and roadmap-resourcing alignment, how we operate now that AI has changed the work, whatever is most broken and least claimed. You'll be handed problems, not projects.
Partner with Finance and People on the R&D headcount plan, capacity model, budget governance, and senior onboarding.
Improve escalation discipline — build the path by which a risk reaches the right leader fast, and make sure follow-through actually happens.
Represent R&D leadership in rooms they can't be in.
You'd Be a Great Fit If...
You must have supported a product or engineering executive (or both) as their chief of staff.
You have 10+ years across strategy, business operations, management consulting, product management, engineering leadership, or prior Chief of Staff roles.
You have deep fluency in how R&D organizations actually work: the product development lifecycle, org structures, capacity planning, and the perennial gap between a roadmap and the people available to build it.
You're a genuinely excellent writer. You can take a complex, contested topic and produce the brief, memo, or deck that moves a decision — and you can write in someone else's voice when the moment calls for it.
You're technical enough to be credible. You don't need to write code, but you need to hold your own in a conversation about architecture, technical risk, and engineering trade-offs, and earn the trust of senior engineers.
You operate through influence rather than authority, and you've built the standing to do it before — with peers who didn't report to you and executives who didn't have to listen.
You bring structure to ambiguity without smothering speed, and you have the judgment to know which of those two matters more in a given week.
You're AI-native in how you work — you've rebuilt your own workflows around these tools and have a real point of view on what they change about how an R&D org should operate.
Nice to have: healthcare, marketplace, or other multi-stakeholder business experience; time inside a company scaling through 1,000 people.
Compensation and Benefits:
The expected base pay range for this position is $230,000-$300,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout This Role\n\nR&D — Engineering, Product, Design and Data — is Headway's largest investment and the engine of our growth. By early 2027 we expect to be a 500-person R&D team, and we're rebuilding how the org works now that AI has changed what a team can do.\n\n\n\nAs Chief of Staff, R&D, you own the operating system that lets this organization decide fast and stay aligned. You’ll run the operations of the R&D org from quarterly/annual planning to headcount prioritization to improving our ways of working on a continuous basis. You'll run the rhythm of the org, turn strategy into plans with named owners and real dates, surface the trade-offs that leaders need to see before they choose. You will be the connective tissue across Product, Engineering, Data, and Design, and the person who notices misalignment a month before it becomes a missed quarter.\n\n\n\nThis is a Director-level individual contributor role. This is not an administrative coordinator role, and it is not a shadow VP of Product or Engineering. You won't own a roadmap or tell teams what to build. You'll own how work moves.\n\n\n\nYou Will\n\n - Own the R&D rhythm of business: leadership staff meetings, product & tech reviews, quarterly planning, R&D all-hands, board meeting prep etc. Build the minimum process each one needs and no more.\n\n - Run the R&D planning cycle end to end — draft the guidance, coordinate team-level plans across Product, Engineering, and Design, and land a set of commitments the company can hold us to.\n\n - Surface trade-offs rather than resolve them quietly. Bring leaders options, costs, and a recommendation so that prioritization calls are explicit and visible.\n\n - Write for the leadership team: board materials, strategy reviews, decision memos, and R&D-wide communications. Turn a messy debate into two pages that make the decision obvious.\n\n - Act as connective tissue across the org, spot misalignment early and help leaders converge on direction, trade-offs, and next steps.\n\n - Take on the highest-priority, least-owned problems: org design, capacity and roadmap-resourcing alignment, how we operate now that AI has changed the work, whatever is most broken and least claimed. You'll be handed problems, not projects.\n\n - Partner with Finance and People on the R&D headcount plan, capacity model, budget governance, and senior onboarding.\n\n - Improve escalation discipline — build the path by which a risk reaches the right leader fast, and make sure follow-through actually happens.\n\n - Represent R&D leadership in rooms they can't be in.\n\n\n\nYou'd Be a Great Fit If...\n\n - You must have supported a product or engineering executive (or both) as their chief of staff.\n\n - You have 10+ years across strategy, business operations, management consulting, product management, engineering leadership, or prior Chief of Staff roles.\n\n - You have deep fluency in how R&D organizations actually work: the product development lifecycle, org structures, capacity planning, and the perennial gap between a roadmap and the people available to build it.\n\n - You're a genuinely excellent writer. You can take a complex, contested topic and produce the brief, memo, or deck that moves a decision — and you can write in someone else's voice when the moment calls for it.\n\n - You're technical enough to be credible. You don't need to write code, but you need to hold your own in a conversation about architecture, technical risk, and engineering trade-offs, and earn the trust of senior engineers.\n\n - You operate through influence rather than authority, and you've built the standing to do it before — with peers who didn't report to you and executives who didn't have to listen.\n\n - You bring structure to ambiguity without smothering speed, and you have the judgment to know which of those two matters more in a given week.\n\n - You're AI-native in how you work — you've rebuilt your own workflows around these tools and have a real point of view on what they change about how an R&D org should operate.\n\n - Nice to have: healthcare, marketplace, or other multi-stakeholder business experience; time inside a company scaling through 1,000 people.\n\n\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $230,000-$300,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"31fd4aaa-e22a-42be-b47e-7c4c9bb886ba","title":"Director of Customer Experience Operations","department":"All Cost Centers","team":"Customer Experience","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-08-28T19:05:34.813+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/31fd4aaa-e22a-42be-b47e-7c4c9bb886ba","applyUrl":"https://jobs.ashbyhq.com/headway/31fd4aaa-e22a-42be-b47e-7c4c9bb886ba/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Every month, tens of thousands of patients and providers reach out to Headway with a benefit that isn't showing up, a bill that looks wrong, a claim in limbo, or a credentialing application waiting on an answer. Each one is an opportunity to earn trust and strengthen the relationship, not just close a ticket. Customer Experience is responsible for resolving those issues and delivering a quality experience every time. Headway is growing quickly and AI is changing what support can actually resolve, which makes this the moment to reshape how customer experience works in mental health care and set the standard for what it should look like.
As Director of Customer Experience (CX) Operations, you will lead the entire CX operation across Agent Success, Customer Care, Programs, and Systems, an operation of more than 100 Headway employees and over 800 partner agents, reporting to the Head of Operations. You will be directly responsible for customer experience at Headway and will represent the function to the executive team. This is a senior leadership role for a driver who can turn ambiguity into clarity, build a high-performing team, and create the support operation a fast-growing consumer healthcare business needs to win.
What You'll Do
Own the customer experience end to end. You'll set the standard for what great support looks like at Headway for both patients and providers, own the scorecard behind it, and be accountable for how the operation performs.
Lead and grow the team. You'll lead teams across Agent Success, Customer Care, Programs, and Systems, spanning more than 100 Headway employees and over 800 partner agents. You'll develop the managers who run them and own hiring and performance across the function.
Bring AI into the operation in service of a better experience. Automation should mean faster answers, fewer repeat contacts, and agents spending their time where judgment matters most. You'll co-own that agenda with our Director of Product for CX, decide where it drives the most value and what the operation is ready to support, and set the quality bar it has to clear.
Own capacity and cost. Headway is growing incredibly fast, and support demand grows with it. You'll build an operation that scales with that growth: forecasting demand, staffing across internal and outsourced capacity, and holding cost-per-contact targets while quality improves.
Build the engine behind great support. Training, quality assurance, the procedures agents work from, and the technology the team runs on are what separate an operation that keeps getting better from one that just keeps up. You'll own all of it.
Be the customer's voice inside R&D. Every recurring contact points to something we can fix upstream. You'll bring that evidence to R&D, help shape where investment goes, and push for the fixes that remove support demand rather than absorb it.
What You'll Have
You have 10+ years in customer experience, support, or service operations and strategy, including 5+ years leading teams of managers.
You have run a blended internal and outsourced support organization at the scale of several hundred agents inside a high-growth technology company, managing partners from the client side and holding them to both performance and commercial commitments.
You own the cost line, not just service levels, and you are comfortable with demand forecasting, capacity planning, and headcount ownership.
You have led a support organization through an AI or automation transition, and you can say why it delivered a better customer experience rather than only a lower cost.
You know the CX landscape and tooling stack deeply, including what is genuinely cutting edge, and you're AI-native in how you work. You've rebuilt your own workflows around these tools and have a real point of view on what is worth adopting to transform an operation rather than just adding tools to it.
You have partnered closely with R&D, using evidence from your own operation to influence what gets built, and you operate beyond your own function rather than running a siloed org.
You care about the patients and providers on the other end of every contact, and you are motivated to advance Headway's mission to make mental healthcare more accessible and affordable across the United States.
Nice to have: experience in healthcare, insurance, or other industries with complex customer interactions.
Compensation and Benefits:
The expected base pay range for this position is $160,000-$250,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nEvery month, tens of thousands of patients and providers reach out to Headway with a benefit that isn't showing up, a bill that looks wrong, a claim in limbo, or a credentialing application waiting on an answer. Each one is an opportunity to earn trust and strengthen the relationship, not just close a ticket. Customer Experience is responsible for resolving those issues and delivering a quality experience every time. Headway is growing quickly and AI is changing what support can actually resolve, which makes this the moment to reshape how customer experience works in mental health care and set the standard for what it should look like.\n\n\n\nAs Director of Customer Experience (CX) Operations, you will lead the entire CX operation across Agent Success, Customer Care, Programs, and Systems, an operation of more than 100 Headway employees and over 800 partner agents, reporting to the Head of Operations. You will be directly responsible for customer experience at Headway and will represent the function to the executive team. This is a senior leadership role for a driver who can turn ambiguity into clarity, build a high-performing team, and create the support operation a fast-growing consumer healthcare business needs to win.\n\nWhat You'll Do \n\n - Own the customer experience end to end. You'll set the standard for what great support looks like at Headway for both patients and providers, own the scorecard behind it, and be accountable for how the operation performs.\n\n - Lead and grow the team. You'll lead teams across Agent Success, Customer Care, Programs, and Systems, spanning more than 100 Headway employees and over 800 partner agents. You'll develop the managers who run them and own hiring and performance across the function.\n\n - Bring AI into the operation in service of a better experience. Automation should mean faster answers, fewer repeat contacts, and agents spending their time where judgment matters most. You'll co-own that agenda with our Director of Product for CX, decide where it drives the most value and what the operation is ready to support, and set the quality bar it has to clear.\n\n - Own capacity and cost. Headway is growing incredibly fast, and support demand grows with it. You'll build an operation that scales with that growth: forecasting demand, staffing across internal and outsourced capacity, and holding cost-per-contact targets while quality improves.\n\n - Build the engine behind great support. Training, quality assurance, the procedures agents work from, and the technology the team runs on are what separate an operation that keeps getting better from one that just keeps up. You'll own all of it.\n\n - Be the customer's voice inside R&D. Every recurring contact points to something we can fix upstream. You'll bring that evidence to R&D, help shape where investment goes, and push for the fixes that remove support demand rather than absorb it.\n\nWhat You'll Have\n\n - You have 10+ years in customer experience, support, or service operations and strategy, including 5+ years leading teams of managers.\n\n - You have run a blended internal and outsourced support organization at the scale of several hundred agents inside a high-growth technology company, managing partners from the client side and holding them to both performance and commercial commitments.\n\n - You own the cost line, not just service levels, and you are comfortable with demand forecasting, capacity planning, and headcount ownership.\n\n - You have led a support organization through an AI or automation transition, and you can say why it delivered a better customer experience rather than only a lower cost.\n\n - You know the CX landscape and tooling stack deeply, including what is genuinely cutting edge, and you're AI-native in how you work. You've rebuilt your own workflows around these tools and have a real point of view on what is worth adopting to transform an operation rather than just adding tools to it.\n\n - You have partnered closely with R&D, using evidence from your own operation to influence what gets built, and you operate beyond your own function rather than running a siloed org.\n\n - You care about the patients and providers on the other end of every contact, and you are motivated to advance Headway's mission to make mental healthcare more accessible and affordable across the United States.\n\n - Nice to have: experience in healthcare, insurance, or other industries with complex customer interactions.\n\n - \n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $160,000-$250,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"3fa4cb70-1839-4c63-824e-6e1ee96e6139","title":"Senior Associate, Payer Strategy & Ops","department":"All Cost Centers","team":"Payer","employmentType":"FullTime","location":"Remote - New York","secondaryLocations":[],"publishedAt":"2026-08-25T20:05:09.136+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/3fa4cb70-1839-4c63-824e-6e1ee96e6139","applyUrl":"https://jobs.ashbyhq.com/headway/3fa4cb70-1839-4c63-824e-6e1ee96e6139/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Join us and make an impact
As a Senior Associate on Headway's Payer Strategy & Ops team, you will be the operational and intelligence engine behind our payer commercial team – owning the production of our commercial KPI and competitive intelligence resources, driving coordination of our commercial reporting cycles, and the enablement infrastructure powering our fast-moving payer partnerships org. This role is on the front line of rewiring mental healthcare in America.
Reporting to the Commercial Strategy & Ops Principal, you will work on critical strategic workstreams for the team that drives our org's commercial operating system. You'll do this as a member of one of the most AI-forward commercial teams in digital health – with the expectation that you direct the tools, question their output, and own every recommendation that carries your name.
You will thrive in this role if…
- You have 2–4 years in strategy / management consulting or a similar strategy & ops role where you owned complex analytical and operational problems end-to-end. Bonus points for healthcare experience.
- You are operationally excellent: the trains always run on time, and you manage a huge volume of moving pieces without dropping any.
- You use AI tools fluently and skeptically – you know what they're good at, where they fail, and you never ship an output you haven't pressure-tested.
- You are resourceful, scrappy, and leave no stone unturned.
You will love this role if…
- You want to see how a high performing commercial organization actually runs – intelligence, reporting, enablement, talent – from the inside, with a clear growth path.
- You want to work at the front edge of AI-enabled commercial operations.
- You thrive in ambiguity, seek out unfamiliar challenges, and shape how a team scales.
- You are motivated to face off against one of our generation's defining problems: access to mental healthcare.
Compensation and Benefits:
The expected base pay range for this position is $90,440 - $133,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nJoin us and make an impact\n\nAs a Senior Associate on Headway's Payer Strategy & Ops team, you will be the operational and intelligence engine behind our payer commercial team – owning the production of our commercial KPI and competitive intelligence resources, driving coordination of our commercial reporting cycles, and the enablement infrastructure powering our fast-moving payer partnerships org. This role is on the front line of rewiring mental healthcare in America.\n\n\n\nReporting to the Commercial Strategy & Ops Principal, you will work on critical strategic workstreams for the team that drives our org's commercial operating system. You'll do this as a member of one of the most AI-forward commercial teams in digital health – with the expectation that you direct the tools, question their output, and own every recommendation that carries your name.\n\n\n\nYou will thrive in this role if…\n\n- You have 2–4 years in strategy / management consulting or a similar strategy & ops role where you owned complex analytical and operational problems end-to-end. Bonus points for healthcare experience.\n\n- You are operationally excellent: the trains always run on time, and you manage a huge volume of moving pieces without dropping any.\n\n- You use AI tools fluently and skeptically – you know what they're good at, where they fail, and you never ship an output you haven't pressure-tested.\n\n- You are resourceful, scrappy, and leave no stone unturned.\n\n\n\nYou will love this role if…\n\n- You want to see how a high performing commercial organization actually runs – intelligence, reporting, enablement, talent – from the inside, with a clear growth path.\n\n- You want to work at the front edge of AI-enabled commercial operations.\n\n- You thrive in ambiguity, seek out unfamiliar challenges, and shape how a team scales.\n\n- You are motivated to face off against one of our generation's defining problems: access to mental healthcare.\n\n\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $90,440 - $133,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"ae5b6ddc-14b2-4fa0-9e87-bcc0a5474c13","title":"Business Development Lead, Care Partnerships","department":"All Cost Centers","team":"Care Partnerships","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-08-27T22:55:34.135+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/ae5b6ddc-14b2-4fa0-9e87-bcc0a5474c13","applyUrl":"https://jobs.ashbyhq.com/headway/ae5b6ddc-14b2-4fa0-9e87-bcc0a5474c13/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Join us, and make an impact
About The Role
Headway's Care Partnerships team is building the behavioral health referral infrastructure for every health system in the US. Our BD team identifies, qualifies, and launches new health system partnerships — and we're scaling fast. As a BD Lead, Care Partnerships, you'll own the full BD motion for mid-market health system opportunities in your territory — from prospecting and cold outreach through qualification, pitching, and launch. You'll be the face of Headway to care management and clinical operations leaders, building relationships that turn into lasting referral partnerships. You'll also support our Associate Principals on larger enterprise deals and help mentor our growing BDR team.
You will:
Own and drive mid-market health system opportunities from first touch through launch
Build relationships with Director+ care management, population health, and clinical operations leaders
Run outbound and manage inbound leads across your assigned states
Develop account strategies that consider long-term adoption, not just short-term wins
Support Associate Principals with research, prep, and account coverage on enterprise opportunities
Collaborate cross-functionally with Partner Success, Product, and Operations to ensure successful launches
You will love this role if:
You have 5+ years of full-cycle BD or sales experience in healthcare, health tech, or a related industry
You've sold into health systems, clinics, or provider organizations and understand care management workflows
You are a strong relationship builder who can earn trust with Director+ leaders
You can own a pipeline end-to-end — prospecting, qualifying, pitching, and closing
You are strategic and scrappy — you think long-term about accounts but aren't afraid to pick up the phone
You are a clear, concise communicator who can pitch Headway's value prop with credibility
You seek an environment that fosters individual growth through open-feedback and high-autonomy
You are motivated by the opportunity to face off against one of our generation’s defining problems: access to mental healthcare
Compensation and Benefits:
The expected OTE for this position is $146,520 - $199,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
[Other compensation includes: discretionary bonuses and/or commission.]
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nJoin us, and make an impact\n\n\n\nAbout The Role\n\nHeadway's Care Partnerships team is building the behavioral health referral infrastructure for every health system in the US. Our BD team identifies, qualifies, and launches new health system partnerships — and we're scaling fast. As a BD Lead, Care Partnerships, you'll own the full BD motion for mid-market health system opportunities in your territory — from prospecting and cold outreach through qualification, pitching, and launch. You'll be the face of Headway to care management and clinical operations leaders, building relationships that turn into lasting referral partnerships. You'll also support our Associate Principals on larger enterprise deals and help mentor our growing BDR team.\n\n\n\nYou will:\n\n - Own and drive mid-market health system opportunities from first touch through launch\n\n - Build relationships with Director+ care management, population health, and clinical operations leaders\n\n - Run outbound and manage inbound leads across your assigned states\n\n - Develop account strategies that consider long-term adoption, not just short-term wins\n\n - Support Associate Principals with research, prep, and account coverage on enterprise opportunities\n\n - Collaborate cross-functionally with Partner Success, Product, and Operations to ensure successful launches\n\n\n\nYou will love this role if:\n\n - You have 5+ years of full-cycle BD or sales experience in healthcare, health tech, or a related industry\n\n - You've sold into health systems, clinics, or provider organizations and understand care management workflows\n\n - You are a strong relationship builder who can earn trust with Director+ leaders\n\n - You can own a pipeline end-to-end — prospecting, qualifying, pitching, and closing\n\n - You are strategic and scrappy — you think long-term about accounts but aren't afraid to pick up the phone\n\n - You are a clear, concise communicator who can pitch Headway's value prop with credibility\n\n - You seek an environment that fosters individual growth through open-feedback and high-autonomy\n\n - You are motivated by the opportunity to face off against one of our generation’s defining problems: access to mental healthcare\n \n \n\nCompensation and Benefits:\n\nThe expected OTE for this position is $146,520 - $199,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n[Other compensation includes: discretionary bonuses and/or commission.]\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"62d6f9a1-79b4-4f88-b1b4-e7f67c5739d2","title":"Privacy Manager","department":"All Cost Centers","team":"Compliance","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-09-01T22:35:07.927+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/62d6f9a1-79b4-4f88-b1b4-e7f67c5739d2","applyUrl":"https://jobs.ashbyhq.com/headway/62d6f9a1-79b4-4f88-b1b4-e7f67c5739d2/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
The Privacy Manager is a hands-on member of Headway’s Privacy team, reporting to the Director of Privacy/Privacy Officer. You will partner closely with Legal, Security, Clinical, Product, and Operations to strengthen the privacy practices that support Headway’s growth and earn the trust of patients and providers.
You will own core privacy operations across HIPAA, state privacy laws, behavioral health confidentiality, individual rights, vendor governance, and the responsible use of AI. Success in this role means building processes that work in practice: assessments are completed, incidents are investigated, rights requests meet statutory deadlines, and privacy risks are addressed.
Operate and improve the privacy program
Maintain policies, procedures, and controls supporting HIPAA, 42 CFR Part 2, state privacy laws, and other applicable requirements.
Keep privacy controls, data maps, and records of processing current, with clear owners, evidence, and testing schedules.
Track privacy risks and operational metrics, including request volume, aging items, and remediation progress.
Translate regulatory, payer, and contractual requirements into practical guidance for teams across Headway.
Develop privacy training and resources that help employees make sound decisions.
Manage privacy requests and incidents
Triage privacy inquiries, individual rights requests, and potential incidents.
Manage HIPAA and state privacy rights workflows, including access, amendment, accounting of disclosures, restriction, confidential communications, and deletion.
Support incident investigations, documentation, root-cause analysis, and corrective actions.
Coordinate the evidence, timelines, and logistics required for notification and regulatory submissions.
Assess product, AI, and vendor risk
Conduct privacy assessments for products, vendors, workflows, and initiatives involving PHI or sensitive personal information.
Partner with the AI Governance Program to evaluate AI and machine-learning use cases for appropriate data use, minimum necessary access, retention, transparency, and human oversight.
Conduct privacy diligence on vendors with Legal and Security, maintain the BAA inventory, and drive identified gaps to resolution.
Build practical checklists and playbooks that make privacy reviews consistent and scalable.
4–7 years of U.S. privacy experience in a regulated industry such as healthcare, health technology, health plans, or financial services. Direct HIPAA experience is strongly preferred.
Hands-on experience in at least two of the following areas: privacy incidents, individual rights or DSAR workflows, privacy assessments, vendor and BAA governance, or privacy training.
The ability to translate complex legal and regulatory requirements into clear, actionable guidance for non-experts.
Strong judgment about which privacy decisions you can own and which legal questions require escalation.
Excellent written and verbal communication skills, including the ability to document decisions clearly and influence cross-functional partners.
Comfort balancing day-to-day execution with longer-term program design and improvement.
Fluency with AI tools for research, drafting, and analysis, along with sound judgment about verification and the handling of PHI and other regulated data.
The ability to evaluate AI use cases involving patient data, including situations where the law is still evolving.
A collaborative, pragmatic approach to ambiguity and pushback, with a preference for scalable processes over one-off solutions.
A strong connection to Headway’s mission of expanding access to mental healthcare.
Experience with 42 CFR Part 2, minor consent and confidentiality requirements, or other heightened-confidentiality regimes.
Familiarity with payer or contractual privacy requirements.
Experience assessing privacy risk in SaaS, cloud, or AI-enabled products.
A relevant certification, such as CIPP/US, CIPM, CIPT, CHPC, CHPS, or an AI governance credential.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nThe Privacy Manager is a hands-on member of Headway’s Privacy team, reporting to the Director of Privacy/Privacy Officer. You will partner closely with Legal, Security, Clinical, Product, and Operations to strengthen the privacy practices that support Headway’s growth and earn the trust of patients and providers.\n\nYou will own core privacy operations across HIPAA, state privacy laws, behavioral health confidentiality, individual rights, vendor governance, and the responsible use of AI. Success in this role means building processes that work in practice: assessments are completed, incidents are investigated, rights requests meet statutory deadlines, and privacy risks are addressed.\n\n\n\nYOU WILL\n\nOperate and improve the privacy program\n\n - Maintain policies, procedures, and controls supporting HIPAA, 42 CFR Part 2, state privacy laws, and other applicable requirements.\n\n - Keep privacy controls, data maps, and records of processing current, with clear owners, evidence, and testing schedules.\n\n - Track privacy risks and operational metrics, including request volume, aging items, and remediation progress.\n\n - Translate regulatory, payer, and contractual requirements into practical guidance for teams across Headway.\n\n - Develop privacy training and resources that help employees make sound decisions.\n\nManage privacy requests and incidents\n\n - Triage privacy inquiries, individual rights requests, and potential incidents.\n\n - Manage HIPAA and state privacy rights workflows, including access, amendment, accounting of disclosures, restriction, confidential communications, and deletion.\n\n - Support incident investigations, documentation, root-cause analysis, and corrective actions.\n\n - Coordinate the evidence, timelines, and logistics required for notification and regulatory submissions.\n\nAssess product, AI, and vendor risk\n\n - Conduct privacy assessments for products, vendors, workflows, and initiatives involving PHI or sensitive personal information.\n\n - Partner with the AI Governance Program to evaluate AI and machine-learning use cases for appropriate data use, minimum necessary access, retention, transparency, and human oversight.\n\n - Conduct privacy diligence on vendors with Legal and Security, maintain the BAA inventory, and drive identified gaps to resolution.\n\n - Build practical checklists and playbooks that make privacy reviews consistent and scalable.\n\n\nYOU HAVE\n\n - 4–7 years of U.S. privacy experience in a regulated industry such as healthcare, health technology, health plans, or financial services. Direct HIPAA experience is strongly preferred.\n\n - Hands-on experience in at least two of the following areas: privacy incidents, individual rights or DSAR workflows, privacy assessments, vendor and BAA governance, or privacy training.\n\n - The ability to translate complex legal and regulatory requirements into clear, actionable guidance for non-experts.\n\n - Strong judgment about which privacy decisions you can own and which legal questions require escalation.\n\n - Excellent written and verbal communication skills, including the ability to document decisions clearly and influence cross-functional partners.\n\n - Comfort balancing day-to-day execution with longer-term program design and improvement.\n\n - Fluency with AI tools for research, drafting, and analysis, along with sound judgment about verification and the handling of PHI and other regulated data.\n\n - The ability to evaluate AI use cases involving patient data, including situations where the law is still evolving.\n\n - A collaborative, pragmatic approach to ambiguity and pushback, with a preference for scalable processes over one-off solutions.\n\n - A strong connection to Headway’s mission of expanding access to mental healthcare.\n\n\nNICE TO HAVE\n\n - Experience with 42 CFR Part 2, minor consent and confidentiality requirements, or other heightened-confidentiality regimes.\n\n - Familiarity with payer or contractual privacy requirements.\n\n - Experience assessing privacy risk in SaaS, cloud, or AI-enabled products.\n\n - A relevant certification, such as CIPP/US, CIPM, CIPT, CHPC, CHPS, or an AI governance credential.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"c106f692-75e8-42ee-b4b8-393e2376f808","title":"Operations Lead","department":"All Cost Centers","team":"Operations","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-09-01T19:49:13.530+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/c106f692-75e8-42ee-b4b8-393e2376f808","applyUrl":"https://jobs.ashbyhq.com/headway/c106f692-75e8-42ee-b4b8-393e2376f808/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As Headway works to build a new mental healthcare system that everyone can access, we're facing unique operational challenges and opportunities that come with growing and scaling at an unparalleled rate. We're pushing the boundaries of the existing healthcare system so that we can fulfill our promise to providers, patients, and payers to create access to high quality providers across the nation. In order to do that, we're building a world class operations team that enables efficiency, growth, and quality, and as a member of this team, you will have the opportunity to have a material impact on the trajectory of Headway and help define a function core to the livelihood of our business and the impact we deliver for our partners and clients.
As an Operations Lead on our Patient Safety team, you'll own the systems that keep patients safe as Headway grows. You'll run the day-to-day operation of our patient safety triage function, serve as the operational owner for clinical product launches that carry patient safety implications, and build the data infrastructure that tells clinical leadership and our Board how we're performing. This is a role for someone who can hold a high-stakes daily operation steady while simultaneously building the workflows, escalation paths, and reporting that let it scale. It requires strong problem-solving skills, a builder's mindset toward operational design, sound judgment in ambiguous and sensitive situations, and the ability to coordinate across clinical, product, and engineering teams to drive measurable outcomes.
Own and operate the Patient Safety Triage Team. Run daily operations, maintain and improve SOPs, own quality assurance, and scale triage workflows as new review surfaces come online.
Serve as the operations DRI for Clinical Product launches with patient safety implications. Build operational readiness, define triage logic, and stand up escalation pathways ahead of each release — partnering closely with product, engineering, and clinical stakeholders.
Build and maintain our patient safety data infrastructure. Own the weekly operating dashboard, monthly vendor reporting, and the quarterly Quality & Patient Safety Report delivered to clinical leadership and our Board.
Own our crisis-support vendor relationship end to end. Manage billing reconciliation, match rate analysis, report preparation, and ongoing vendor coordination and performance management.
Support quality improvement workstreams, clinical incident reporting, and live clinical escalation channels, bringing operational structure to processes that are still taking shape.
Plan, execute, and deliver initiatives end-to-end by setting clear objectives, timelines, and success metrics — driving accountability across functions without formal authority.
You have 5+ years of experience in operational roles at high-growth companies; experience in healthcare, clinical operations, trust & safety, or another high-stakes escalation environment is strongly preferred.
You've run a live operational queue or team where response time and quality directly affect people's wellbeing, and you're comfortable being the person accountable when something goes wrong.
You independently deconstruct complex problems into structured, testable components — and you're comfortable working through ambiguity without waiting for full clarity.
You're proficient with AI & data tools (e.g., Looker, Excel, SQL, dashboards) and use them fluently to extract insights, validate assumptions, and build reporting that leadership can act on.
You design systems with scale in mind — anticipating bottlenecks, iterating based on feedback, and codifying learnings into SOPs, playbooks, and standards.
You've managed an external vendor or partner relationship, including performance, reporting, and billing.
You coordinate resources and align priorities across teams, building trust through transparency, accountability, and clear communication.
You exercise sound judgment under pressure and know when to escalate, especially in situations involving patient risk.
You're motivated by the opportunity to make an impact on one of our generation's defining problems: affordable mental healthcare.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAs Headway works to build a new mental healthcare system that everyone can access, we're facing unique operational challenges and opportunities that come with growing and scaling at an unparalleled rate. We're pushing the boundaries of the existing healthcare system so that we can fulfill our promise to providers, patients, and payers to create access to high quality providers across the nation. In order to do that, we're building a world class operations team that enables efficiency, growth, and quality, and as a member of this team, you will have the opportunity to have a material impact on the trajectory of Headway and help define a function core to the livelihood of our business and the impact we deliver for our partners and clients.\n\nAs an Operations Lead on our Patient Safety team, you'll own the systems that keep patients safe as Headway grows. You'll run the day-to-day operation of our patient safety triage function, serve as the operational owner for clinical product launches that carry patient safety implications, and build the data infrastructure that tells clinical leadership and our Board how we're performing. This is a role for someone who can hold a high-stakes daily operation steady while simultaneously building the workflows, escalation paths, and reporting that let it scale. It requires strong problem-solving skills, a builder's mindset toward operational design, sound judgment in ambiguous and sensitive situations, and the ability to coordinate across clinical, product, and engineering teams to drive measurable outcomes.\n\n\n\n\nWHAT YOU'LL DO AT HEADWAY\n\n - Own and operate the Patient Safety Triage Team. Run daily operations, maintain and improve SOPs, own quality assurance, and scale triage workflows as new review surfaces come online.\n\n - Serve as the operations DRI for Clinical Product launches with patient safety implications. Build operational readiness, define triage logic, and stand up escalation pathways ahead of each release — partnering closely with product, engineering, and clinical stakeholders.\n\n - Build and maintain our patient safety data infrastructure. Own the weekly operating dashboard, monthly vendor reporting, and the quarterly Quality & Patient Safety Report delivered to clinical leadership and our Board.\n\n - Own our crisis-support vendor relationship end to end. Manage billing reconciliation, match rate analysis, report preparation, and ongoing vendor coordination and performance management.\n\n - Support quality improvement workstreams, clinical incident reporting, and live clinical escalation channels, bringing operational structure to processes that are still taking shape.\n\n - Plan, execute, and deliver initiatives end-to-end by setting clear objectives, timelines, and success metrics — driving accountability across functions without formal authority.\n\n\n\n\nYOU'LL BE GREAT FOR THIS ROLE IF YOU:\n\n - You have 5+ years of experience in operational roles at high-growth companies; experience in healthcare, clinical operations, trust & safety, or another high-stakes escalation environment is strongly preferred.\n\n - You've run a live operational queue or team where response time and quality directly affect people's wellbeing, and you're comfortable being the person accountable when something goes wrong.\n\n - You independently deconstruct complex problems into structured, testable components — and you're comfortable working through ambiguity without waiting for full clarity.\n\n - You're proficient with AI & data tools (e.g., Looker, Excel, SQL, dashboards) and use them fluently to extract insights, validate assumptions, and build reporting that leadership can act on.\n\n - You design systems with scale in mind — anticipating bottlenecks, iterating based on feedback, and codifying learnings into SOPs, playbooks, and standards.\n\n - You've managed an external vendor or partner relationship, including performance, reporting, and billing.\n\n - You coordinate resources and align priorities across teams, building trust through transparency, accountability, and clear communication.\n\n - You exercise sound judgment under pressure and know when to escalate, especially in situations involving patient risk.\n\n - You're motivated by the opportunity to make an impact on one of our generation's defining problems: affordable mental healthcare.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"ad6336ab-a778-47b1-ac87-86288c372586","title":"Senior Counsel, Product","department":"All Cost Centers","team":"Legal","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-08-26T21:35:56.889+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/ad6336ab-a778-47b1-ac87-86288c372586","applyUrl":"https://jobs.ashbyhq.com/headway/ad6336ab-a778-47b1-ac87-86288c372586/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As Senior Counsel, Product, you will be a key strategic partner responsible for partnering with our R&D (product and engineering) teams to support innovation during a pivotal growth phase. This is a unique opportunity to join a mission-driven healthcare technology company where legal is viewed as a strategic partner rather than a roadblock. You will serve as the primary product attorney and thought partner for specific Headway's Product and Engineering team groups and pods, with particular focus on AI, data usage, and health laws and regulations that impact the build of innovative technology products. While we prefer candidates based in New York and San Francisco, we will consider exceptional candidates nationwide.
In this role, you will:
Serve as embedded regulatory thought partner to Engineering, Product and partner Operations groups and pods, providing real-time guidance on use of technology in healthcare delivery, AI, and clinical modalities in health technology.
Translate complex AI, data use, and healthcare laws and regulations, and related subregulatory guidance, into practical guidance and tools that Engineering, Product and Operations teams can easily understand and implement. These include but are not limited to: TCPA, COPPA, CAN-SPAM, NIST AI RMF and the Generative AI Profile, FDA Software as a Medical Device, FTC Advertising and Marketing and Health Claims marketing guidance.
Anticipate regulatory challenges and proactively develop solutions that enable business objectives while mitigating risk
Build strong relationships across teams to position guidance as a business enabler rather than an obstacle
You would be a great fit if you have:
5-7+ years of post-bar admittance legal experience with significant healthcare regulatory expertise, particularly in health technology and product counseling
Deep understanding of multi-state healthcare regulations in evolving regulatory environments
Experience serving as a trusted advisor to Engineering, Product, and/or Operations teams in a healthcare technology environment
Proven ability to translate complex healthcare regulatory requirements into clear, actionable guidance for non-legal stakeholders
Track record of balancing business risk appetite with business objectives in fast-paced organizations
Strong communication skills and political savvy to navigate competing priorities and build effective partnerships
JD from accredited law school and active bar membership in good standing (ability to register as NY in-house counsel required)
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAs Senior Counsel, Product, you will be a key strategic partner responsible for partnering with our R&D (product and engineering) teams to support innovation during a pivotal growth phase. This is a unique opportunity to join a mission-driven healthcare technology company where legal is viewed as a strategic partner rather than a roadblock. You will serve as the primary product attorney and thought partner for specific Headway's Product and Engineering team groups and pods, with particular focus on AI, data usage, and health laws and regulations that impact the build of innovative technology products. While we prefer candidates based in New York and San Francisco, we will consider exceptional candidates nationwide.\n\nIn this role, you will:\n\n - Serve as embedded regulatory thought partner to Engineering, Product and partner Operations groups and pods, providing real-time guidance on use of technology in healthcare delivery, AI, and clinical modalities in health technology.\n\n - Translate complex AI, data use, and healthcare laws and regulations, and related subregulatory guidance, into practical guidance and tools that Engineering, Product and Operations teams can easily understand and implement. These include but are not limited to: TCPA, COPPA, CAN-SPAM, NIST AI RMF and the Generative AI Profile, FDA Software as a Medical Device, FTC Advertising and Marketing and Health Claims marketing guidance.\n\n - Anticipate regulatory challenges and proactively develop solutions that enable business objectives while mitigating risk\n\n - Build strong relationships across teams to position guidance as a business enabler rather than an obstacle\n\nYou would be a great fit if you have:\n\n - 5-7+ years of post-bar admittance legal experience with significant healthcare regulatory expertise, particularly in health technology and product counseling\n\n - Deep understanding of multi-state healthcare regulations in evolving regulatory environments\n\n - Experience serving as a trusted advisor to Engineering, Product, and/or Operations teams in a healthcare technology environment\n\n - Proven ability to translate complex healthcare regulatory requirements into clear, actionable guidance for non-legal stakeholders\n\n - Track record of balancing business risk appetite with business objectives in fast-paced organizations\n\n - Strong communication skills and political savvy to navigate competing priorities and build effective partnerships\n\n - JD from accredited law school and active bar membership in good standing (ability to register as NY in-house counsel required)\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"f33bd5f6-de83-481a-8d06-0f16c8f83907","title":"Revenue Strategy and Operations Lead (Insights & AI)","department":"All Cost Centers","team":"Revenue Operations","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-08-27T00:21:35.225+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/f33bd5f6-de83-481a-8d06-0f16c8f83907","applyUrl":"https://jobs.ashbyhq.com/headway/f33bd5f6-de83-481a-8d06-0f16c8f83907/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About the Team & Role
Headway's Provider Growth team is one of the largest and highest-performing sales organizations in mental health. We drive new provider activation across the country, supported by an established playbook, performance infrastructure, and a growing AI-enabled stack.
We're hiring an Insights & AI Lead to own and push that foundation further. You'll generate insights that drive decisions, build tools reps and managers rely on, and see strategic work through from analysis to execution.
This role reports directly to the Senior Manager of RevOps Insights and has a direct line to Revenue leadership.
You Will
Identify and build AI-powered tools that help PGAs prioritize providers, optimize outreach, and convert effectively
Deliver proactive strategic analysis on funnel trends, pipeline health, and cohort performance; own the initiatives that action these insights
Support the WBR and executive operating cadence with analytical inputs and data-driven recommendations
Build tools that let Sales leaders self-serve performance questions
You’d be a great fit if…
You're AI-fluent, having applied AI tools to tackle real operational problems
You're a strategic initiative driver: you can scope ambiguous problems, build structured analyses, and bring stakeholders to a decision
You have strong analytical depth: data modeling, trend diagnosis, and forecasting (SQL knowledge a plus)
You have 3-6 years in strategy, sales operations, or analytics at a growth-stage company; experience supporting a high-velocity sales team is a strong plus
The expected base pay range for this position is 105,400 - 155,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and an equity grant, depending on the position and level.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n - About the Team & Role\n\nHeadway's Provider Growth team is one of the largest and highest-performing sales organizations in mental health. We drive new provider activation across the country, supported by an established playbook, performance infrastructure, and a growing AI-enabled stack.\n\n\n\nWe're hiring an Insights & AI Lead to own and push that foundation further. You'll generate insights that drive decisions, build tools reps and managers rely on, and see strategic work through from analysis to execution.\n\n\n\nThis role reports directly to the Senior Manager of RevOps Insights and has a direct line to Revenue leadership.\n\n\n\n - You Will\n \n - Identify and build AI-powered tools that help PGAs prioritize providers, optimize outreach, and convert effectively\n \n - Deliver proactive strategic analysis on funnel trends, pipeline health, and cohort performance; own the initiatives that action these insights\n \n - Support the WBR and executive operating cadence with analytical inputs and data-driven recommendations\n \n - Build tools that let Sales leaders self-serve performance questions\n\n - You’d be a great fit if…\n \n - You're AI-fluent, having applied AI tools to tackle real operational problems\n \n - You're a strategic initiative driver: you can scope ambiguous problems, build structured analyses, and bring stakeholders to a decision\n \n - You have strong analytical depth: data modeling, trend diagnosis, and forecasting (SQL knowledge a plus)\n \n - You have 3-6 years in strategy, sales operations, or analytics at a growth-stage company; experience supporting a high-velocity sales team is a strong plus\n \n The expected base pay range for this position is 105,400 - 155,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and an equity grant, depending on the position and level. \n \n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"5acdf89d-dc4e-4fb0-8bbd-adeb7ef6efde","title":"Customer Care Associate","department":"All Cost Centers","team":"Customer Experience","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-09-08T20:15:25.447+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/5acdf89d-dc4e-4fb0-8bbd-adeb7ef6efde","applyUrl":"https://jobs.ashbyhq.com/headway/5acdf89d-dc4e-4fb0-8bbd-adeb7ef6efde/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
We are looking for a top-notch problem-solver and communication whiz to guide our providers and patients through their experience on Headway.
The CX Team’s mission is to deliver on the Headway promise to our providers, and in this role, you will ensure this mission through one-on-one interactions with our providers and patients. By working with our customers through email, live chat and phone you will guide them through any challenge, resolve their operational and technical issues, and make Headway feel like magic.
Being results- and impact-driven, you thrive on helping providers/patients through any challenges they have on Headway. You enjoy delighting customers with every interaction, and solving any issues they have on Headway in a clear, friendly and effective way. Guided by our principle of Act Like a Headway Owner, you never miss a chance to elevate our customers' experience and work with your team to bring new and improved solutions to life. Being in healthcare tech, you thrive in a high-paced tech environment and have strong interest or prior experience in healthcare.
You will:
Deliver on the Headway promise. Driven by our mission and your love of problem-solving, you will effectively and empathetically help our providers and patients through any issues they encounter along their Headway user journey.
Resolve inquiries for our Providers and Patients. Solve ~40 provider / patient inquiries via email, live chat and phone daily, consulting available resources and your team. We are expanding our support hours to include weekends. Coverage runs Monday–Friday 9 AM – 6 PM and Saturday–Sunday 8 AM – 7 PM ET, and this role will require weekend availability.
Continuously learn and upskill. Being committed to ongoing growth and development, you will use available resources to continuously stay up-to-speed on Headway’s evolving product and service, and insurance practices.
Advocate for our providers and patients: You will proactively surface frictions in customer experience, and propose process and product iterations, in the service of Headway’s mission.
You will love this job if...
Communication is your superpower. You have outstanding verbal and written communication skills; you’re succinct, clear, friendly, empathetic, and always solution-oriented.
You tackle challenging conversations head-on. You navigate sensitive and high-pressure client-facing situations and de-escalations with calm, poise and optimism.
You have good judgment and discretion. You lead with integrity; you make thoughtful decisions with positive intent.
You thrive with tactical goals. You’re competitive and seek to always meet and exceed targets while upholding the highest quality of your work.
You’re a passionate problem-solver. You enjoy a challenging scenario and you always seek to get to the root cause, and find elegant solutions for customers.
This is a full-time position open to candidates across all US geographic locations. Headway employees work remotely across the US, with the option to work from our offices in New York City or San Francisco. Shifts may take place on weekend/holiday hours.
Candidates must have a quiet, private work space equipped with high-speed internet to fulfill shifts.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem - across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nWe are looking for a top-notch problem-solver and communication whiz to guide our providers and patients through their experience on Headway.\n\nThe CX Team’s mission is to deliver on the Headway promise to our providers, and in this role, you will ensure this mission through one-on-one interactions with our providers and patients. By working with our customers through email, live chat and phone you will guide them through any challenge, resolve their operational and technical issues, and make Headway feel like magic.\n\nBeing results- and impact-driven, you thrive on helping providers/patients through any challenges they have on Headway. You enjoy delighting customers with every interaction, and solving any issues they have on Headway in a clear, friendly and effective way. Guided by our principle of Act Like a Headway Owner, you never miss a chance to elevate our customers' experience and work with your team to bring new and improved solutions to life. Being in healthcare tech, you thrive in a high-paced tech environment and have strong interest or prior experience in healthcare.\n\nYou will:\n\n - Deliver on the Headway promise. Driven by our mission and your love of problem-solving, you will effectively and empathetically help our providers and patients through any issues they encounter along their Headway user journey.\n\n - Resolve inquiries for our Providers and Patients. Solve ~40 provider / patient inquiries via email, live chat and phone daily, consulting available resources and your team. We are expanding our support hours to include weekends. Coverage runs Monday–Friday 9 AM – 6 PM and Saturday–Sunday 8 AM – 7 PM ET, and this role will require weekend availability.\n\n - Continuously learn and upskill. Being committed to ongoing growth and development, you will use available resources to continuously stay up-to-speed on Headway’s evolving product and service, and insurance practices.\n\n - Advocate for our providers and patients: You will proactively surface frictions in customer experience, and propose process and product iterations, in the service of Headway’s mission.\n\nYou will love this job if...\n\n - Communication is your superpower. You have outstanding verbal and written communication skills; you’re succinct, clear, friendly, empathetic, and always solution-oriented.\n\n - You tackle challenging conversations head-on. You navigate sensitive and high-pressure client-facing situations and de-escalations with calm, poise and optimism.\n\n - You have good judgment and discretion. You lead with integrity; you make thoughtful decisions with positive intent.\n\n - You thrive with tactical goals. You’re competitive and seek to always meet and exceed targets while upholding the highest quality of your work.\n\n - You’re a passionate problem-solver. You enjoy a challenging scenario and you always seek to get to the root cause, and find elegant solutions for customers.\n\nThis is a full-time position open to candidates across all US geographic locations. Headway employees work remotely across the US, with the option to work from our offices in New York City or San Francisco. Shifts may take place on weekend/holiday hours.\n\nCandidates must have a quiet, private work space equipped with high-speed internet to fulfill shifts.\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem - across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"44313d7b-5d70-4fe0-b0b5-24b049f63d81","title":"Staff / Principal Product Manager, Ranking","department":"All Cost Centers","team":"Product Management","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-09-01T16:49:39.390+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/44313d7b-5d70-4fe0-b0b5-24b049f63d81","applyUrl":"https://jobs.ashbyhq.com/headway/44313d7b-5d70-4fe0-b0b5-24b049f63d81/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
One million patients a month ask for a referral to a mental health provider. When they search on Headway, the order of results decides who books and who gives up. You own that order.
The scope is patient–provider matching: the retrieval and ranking systems, the strategy for where they go next, how we think about our data strategy and platform to . Your mission: maximize successful matches. Not clicks. Not bookings. Patients who connect with a provider, stay in care, and get better.
It's the most technical PM seat in the Patient org. The ranking stack is ML-powered, and the roadmap runs deep: learned relevance models, semantic and free-text search, matching built on better evidence of each provider's expertise. You'll set that roadmap and get the executive team behind it, working with a dedicated pod of search and ML engineers and embedded data scientists. This is not a role for someone who needs a well-defined problem. The best candidates have a track record of finding the right problem and convincing the organization to solve it.
Understanding what patients actually need. Patients rarely arrive knowing the right filters. We're building search that lets someone describe what they need in their own words and still surface the right providers. Semantic search, LLMs, and embeddings are all in play.
Ranking for the relationship, not the click. A ranker that optimizes for conversion alone can win the booking and lose the patient. Rebuild it to optimize for care relationships that last.
Expertise. Every patient should land with a provider who has real experience helping people like them. Getting trustworthy expertise signals into matching, fairly to providers, is an unsolved problem. It's yours.
Marketplace health. Patients need care fast. Providers across the network need to build caseloads. When those two pull in opposite directions, you make the call.
Set the strategy for search, retrieval, and ranking, and get engineering, data science, design, clinical, and the executive team behind it.
Run the experimentation program end to end: hypotheses, objective functions, guardrail metrics, honest readouts. Report the losses too.
Build the data, evaluation, and ML platform foundations that unlock the next two to three years of matching work.
Work daily with ML engineers and data scientists on model objectives, features, and evaluation. You won't write the models. You will be a real thought partner on what they optimize.
Carry ranking's priorities across the company. Ranking touches patient experience, provider growth, clinical quality, and payer partnerships; resolving those competing priorities is the job, not a distraction from it.
Set the bar for technically grounded product work across the PM team.
You have 10+ years of product management experience, including hands-on ownership of search, ranking, recommendations, or marketplace matching at scale.
You've shipped ML ranking or relevance systems to real users. You can discuss objective function design, feature development, and offline vs. online evaluation from experience.
You can hold an architecture conversation with ML engineers, challenge modeling assumptions, and make informed build-vs-buy calls.
You've lived marketplace trade-offs and understand that ranking allocates opportunity across one.
You're fluent in embeddings, semantic search, and LLM-powered product, and you know which of them actually ships value.
You've presented strategy to executives and held your ground on the hard questions.
You're motivated by Headway's mission of making mental healthcare accessible and affordable.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THIS ROLE\n\nOne million patients a month ask for a referral to a mental health provider. When they search on Headway, the order of results decides who books and who gives up. You own that order.\n\nThe scope is patient–provider matching: the retrieval and ranking systems, the strategy for where they go next, how we think about our data strategy and platform to . Your mission: maximize successful matches. Not clicks. Not bookings. Patients who connect with a provider, stay in care, and get better.\n\nIt's the most technical PM seat in the Patient org. The ranking stack is ML-powered, and the roadmap runs deep: learned relevance models, semantic and free-text search, matching built on better evidence of each provider's expertise. You'll set that roadmap and get the executive team behind it, working with a dedicated pod of search and ML engineers and embedded data scientists. This is not a role for someone who needs a well-defined problem. The best candidates have a track record of finding the right problem and convincing the organization to solve it.\n\n\n\n\nPROBLEMS YOU'LL SOLVE:\n\n - Understanding what patients actually need. Patients rarely arrive knowing the right filters. We're building search that lets someone describe what they need in their own words and still surface the right providers. Semantic search, LLMs, and embeddings are all in play.\n\n - Ranking for the relationship, not the click. A ranker that optimizes for conversion alone can win the booking and lose the patient. Rebuild it to optimize for care relationships that last.\n\n - Expertise. Every patient should land with a provider who has real experience helping people like them. Getting trustworthy expertise signals into matching, fairly to providers, is an unsolved problem. It's yours.\n\n - Marketplace health. Patients need care fast. Providers across the network need to build caseloads. When those two pull in opposite directions, you make the call.\n\n\nYOU WILL:\n\n - Set the strategy for search, retrieval, and ranking, and get engineering, data science, design, clinical, and the executive team behind it.\n\n - Run the experimentation program end to end: hypotheses, objective functions, guardrail metrics, honest readouts. Report the losses too.\n\n - Build the data, evaluation, and ML platform foundations that unlock the next two to three years of matching work.\n\n - Work daily with ML engineers and data scientists on model objectives, features, and evaluation. You won't write the models. You will be a real thought partner on what they optimize.\n\n - Carry ranking's priorities across the company. Ranking touches patient experience, provider growth, clinical quality, and payer partnerships; resolving those competing priorities is the job, not a distraction from it.\n\n - Set the bar for technically grounded product work across the PM team.\n\n\nWHO YOU ARE:\n\n - You have 10+ years of product management experience, including hands-on ownership of search, ranking, recommendations, or marketplace matching at scale.\n\n - You've shipped ML ranking or relevance systems to real users. You can discuss objective function design, feature development, and offline vs. online evaluation from experience.\n\n - You can hold an architecture conversation with ML engineers, challenge modeling assumptions, and make informed build-vs-buy calls.\n\n - You've lived marketplace trade-offs and understand that ranking allocates opportunity across one.\n\n - You're fluent in embeddings, semantic search, and LLM-powered product, and you know which of them actually ships value.\n\n - You've presented strategy to executives and held your ground on the hard questions.\n\n - You're motivated by Headway's mission of making mental healthcare accessible and affordable.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"17b19c5c-36e8-429d-9815-9f95b3586c1e","title":"Chief of Staff, Payer","department":"All Cost Centers","team":"Payer","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"Remote - New York","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-09-03T23:32:23.157+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/17b19c5c-36e8-429d-9815-9f95b3586c1e","applyUrl":"https://jobs.ashbyhq.com/headway/17b19c5c-36e8-429d-9815-9f95b3586c1e/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About the Role
Headway seeks a Chief of Staff to support two organizations: a Payer partnerships team that is reshaping how mental healthcare is funded and delivered at scale, and a Clinical organization that sets the quality and operational standards for care across tens of thousands of providers. Together, they are the fast-moving bridge between Headway's marketplace and the health system. This role is at the critical junction of mental health delivery, quality and reimbursement, as Headway is scaling from a growth-stage company into a durable institution.
As Chief of Staff to the Payer and Clinical teams, you will be the operating layer that makes this possible. Your primary job is cross-functional: you sit at the intersection of product, clinical, commercial, and strategy - translating the CCO's strategic intent into clear, shared goals across functions and making sure execution follows. You'll also run the rhythm of the Clinical org, driving the process that turns strategy into plans with named owners and real dates, and be the person who sees misalignment forming before it becomes a missed quarter. This is not a coordinator role and it is not a shadow CCO. You won't own a revenue target or a clinical program. This is a unique opportunity to work alongside a seasoned CCO and exceptional people leader, owning how work moves in a high-functioning and complex organization.
You Will
Drive cross-functional initiative execution. This is your highest-leverage work. Act as the bridge between the CCO and Product, R&D, Finance, and other functions to prevent misalignment before it compounds. Translate strategic intent into clear, shared goals across teams. Track execution, surface blockers proactively, and close the gap between what was decided and what actually happens.
Act as connective tissue across the CCO org and with key cross-functional partners, spotting misalignment early and helping leaders converge on direction before it costs a quarter.
Own the Clinical team's operating cadences. Design and facilitate leadership meetings, planning cycles, and forums that consistently drive clear decisions and accountability.
Surface trade-offs rather than resolve them quietly. Bring our CCO and leadership team options, costs, and a recommendation so that prioritization calls are explicit and visible.
Write for the leadership team. Decision memos, and first-pass CCO-wide communications.
Design and implement processes that improve org-wide efficiency.
Lead internal initiatives without a natural home. You’ll be involved in new operating models, cross-functional programs that span Commercial, Clinical, R&D, and Finance. You'll be handed problems, not projects.
Handle ad hoc asks without losing momentum. When urgent, unplanned requests land (a last-minute comms prep, a one-off deliverable, a problem that doesn't fit anyone's job description) you show up as a reliable partner to the business ready to lean in.
You'd Be a Great Fit If…
5+ years in operations, program management, strategy, or a prior Chief of Staff role in tech. Experience supporting a C-suite executive directly is strongly preferred. A strong project management or ops background is what this role calls for vs commercial experience.
You've operated inside a high-growth company at scale, ideally 1,000+ employees, where the informal operating model has already broken and the formal one is still being built.
You're a genuinely excellent writer. You can take a complex, multi-stakeholder situation and produce the brief, memo, or deck that moves a decision. You're comfortable writing in someone else's voice when the situation calls for it.
You're an exceptional project manager and can hold many workstreams in your head simultaneously, know which one is at risk before anyone tells you, and drive all of them to completion.
You operate through influence rather than authority. You've built standing with peers who didn't report to you and have influenced executives. You're comfortable with friction - nudging teams toward alignment is part of the job, not a sign something's wrong.
You bring structure to ambiguity without smothering speed — and you have the judgment to know which of those two matters more in a given week.
Nice to have: consulting or strategy background, an MBA, prior healthcare or payer experience, or time inside a company scaling through a major organizational inflection point. AI-native in how you work.
Compensation and Benefits:
The expected base pay range for this position is $180,000-$225,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout the Role\n\nHeadway seeks a Chief of Staff to support two organizations: a Payer partnerships team that is reshaping how mental healthcare is funded and delivered at scale, and a Clinical organization that sets the quality and operational standards for care across tens of thousands of providers. Together, they are the fast-moving bridge between Headway's marketplace and the health system. This role is at the critical junction of mental health delivery, quality and reimbursement, as Headway is scaling from a growth-stage company into a durable institution.\n\n\n\nAs Chief of Staff to the Payer and Clinical teams, you will be the operating layer that makes this possible. Your primary job is cross-functional: you sit at the intersection of product, clinical, commercial, and strategy - translating the CCO's strategic intent into clear, shared goals across functions and making sure execution follows. You'll also run the rhythm of the Clinical org, driving the process that turns strategy into plans with named owners and real dates, and be the person who sees misalignment forming before it becomes a missed quarter. This is not a coordinator role and it is not a shadow CCO. You won't own a revenue target or a clinical program. This is a unique opportunity to work alongside a seasoned CCO and exceptional people leader, owning how work moves in a high-functioning and complex organization.\n\n\n\nYou Will\n\n - Drive cross-functional initiative execution. This is your highest-leverage work. Act as the bridge between the CCO and Product, R&D, Finance, and other functions to prevent misalignment before it compounds. Translate strategic intent into clear, shared goals across teams. Track execution, surface blockers proactively, and close the gap between what was decided and what actually happens.\n\n - Act as connective tissue across the CCO org and with key cross-functional partners, spotting misalignment early and helping leaders converge on direction before it costs a quarter.\n\n - Own the Clinical team's operating cadences. Design and facilitate leadership meetings, planning cycles, and forums that consistently drive clear decisions and accountability.\n\n - Surface trade-offs rather than resolve them quietly. Bring our CCO and leadership team options, costs, and a recommendation so that prioritization calls are explicit and visible.\n\n - Write for the leadership team. Decision memos, and first-pass CCO-wide communications.\n\n - Design and implement processes that improve org-wide efficiency.\n\n - Lead internal initiatives without a natural home. You’ll be involved in new operating models, cross-functional programs that span Commercial, Clinical, R&D, and Finance. You'll be handed problems, not projects.\n\n - Handle ad hoc asks without losing momentum. When urgent, unplanned requests land (a last-minute comms prep, a one-off deliverable, a problem that doesn't fit anyone's job description) you show up as a reliable partner to the business ready to lean in.\n\nYou'd Be a Great Fit If…\n\n - 5+ years in operations, program management, strategy, or a prior Chief of Staff role in tech. Experience supporting a C-suite executive directly is strongly preferred. A strong project management or ops background is what this role calls for vs commercial experience.\n\n - You've operated inside a high-growth company at scale, ideally 1,000+ employees, where the informal operating model has already broken and the formal one is still being built.\n\n - You're a genuinely excellent writer. You can take a complex, multi-stakeholder situation and produce the brief, memo, or deck that moves a decision. You're comfortable writing in someone else's voice when the situation calls for it.\n\n - You're an exceptional project manager and can hold many workstreams in your head simultaneously, know which one is at risk before anyone tells you, and drive all of them to completion.\n\n - You operate through influence rather than authority. You've built standing with peers who didn't report to you and have influenced executives. You're comfortable with friction - nudging teams toward alignment is part of the job, not a sign something's wrong.\n\n - You bring structure to ambiguity without smothering speed — and you have the judgment to know which of those two matters more in a given week.\n\n - Nice to have: consulting or strategy background, an MBA, prior healthcare or payer experience, or time inside a company scaling through a major organizational inflection point. AI-native in how you work.\n\n\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $180,000-$225,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"fc4279f7-98b3-4532-832d-07353491dada","title":"IT Engineer","department":"All Cost Centers","team":"Information Technology","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[],"publishedAt":"2026-09-04T01:26:41.925+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/fc4279f7-98b3-4532-832d-07353491dada","applyUrl":"https://jobs.ashbyhq.com/headway/fc4279f7-98b3-4532-832d-07353491dada/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About IT Engineering at Headway
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that technology provides. The IT Engineering team is an essential function that builds operational efficiency into everything we do, giving our organization the tools needed to achieve our goals of reshaping mental healthcare. We own the identity, devices, business systems, and office technology that every Headwegian relies on, and we're expanding as Headway scales.
About this role
This is a role for someone who wants to be the person teammates escalate to and who wants to own a technical domain while doing it. About half your time is the escalation end of our support queue: the tickets the service desk hands up, which you resolve or triage yourself, plus the systemic patterns underneath them that are worth fixing for good. The rest is your own domain — the network and conference room AV across our three offices. That means owning the network health standard IT reports on company-wide, from proactive alerting to internet failover with no single point of failure, and owning the technology side of office-related projects from design through cutover. You'll move between people and systems all week, and the best version of this job turns what you learn helping people into the automation, monitoring, and runbooks that mean fewer people need help at all.
You'll love this role if you want to:
Own the escalation end of the support queue, taking what's escalated from the service desk to resolve or triage, and identifying systemic patterns for the IT Engineering team to design permanent solutions for.
Own a technical domain of your own: networking and conference room AV across three offices.
Own the metric, not just the tickets. The office network health standard IT reports company-wide is yours: proactive alerting in every office, internet failover with no single point of failure, and network hygiene held at zero aging issues.
Do work people feel. A meeting that starts on time, WiFi nobody has to think about — invisible when it's right, and impossible to miss when it isn't.
Split your time between people and systems. You'll help Headwegians directly, then turn what you learn from them into the automation, monitoring, and documentation that means fewer of them need help.
Use automation on real workflows rather than as a side project, and help decide how a team in a regulated environment does that safely.
Grow with a function that's scaling. IT Operations is expanding as Headway does, and the standards you set now are the ones the team will run on.
You'll be a good fit if you:
Have 3+ years of experience in IT at a distributed company, with a track record of resolving complex issues independently and being the person teammates escalate to.
Are comfortable carrying an escalation rotation, including occasional after-hours or event-day support for All Hands and office moves.
Have fluency in a cloud-managed network stack — Meraki or equivalent — including wireless, VLANs, access points, and multi-ISP failover, with opinions about how to design for resilience.
Want to deepen domain ownership of conference room AV at scale, ideally Zoom Rooms and Neat, including support for large hybrid all-hands, office relocations, and expansions.
Have hands-on administration experience across several of the following: Okta, Google Workspace, Zoom, Slack, Jira Service Management, and 1Password, plus a strong understanding of macOS, Windows, and ChromeOS.
Have experience with cross-functional partnership to ship office technology changes — in our case, with Workplace Experience, Security, and Employee Experience.
Reach for workflow automation as a multiplier on your own work and care about verifying what it produces before it touches production.
Think about blast radius before rolling out a change, validate by prototyping first, and turn what you fix into runbooks the rest of the team can run.
Bonus points for experience with procurement processes.
*Must be based within commuting distance to New York City and able to work on-site two days per week, with flexibility for additional on-site support as needed, and able to travel to our other offices quarterly or as required.
Tools we use:
Identity and access: Okta, 1Password
Collaboration: Google Workspace, Slack, Zoom
Service management: Jira Service Management
Network: Meraki
Conference room AV: Zoom Rooms, Neat
Endpoints: macOS, Windows, ChromeOS
Automation and AI: Tines, Claude, Glean
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout IT Engineering at Headway\n\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that technology provides. The IT Engineering team is an essential function that builds operational efficiency into everything we do, giving our organization the tools needed to achieve our goals of reshaping mental healthcare. We own the identity, devices, business systems, and office technology that every Headwegian relies on, and we're expanding as Headway scales.\n\nAbout this role\n\nThis is a role for someone who wants to be the person teammates escalate to and who wants to own a technical domain while doing it. About half your time is the escalation end of our support queue: the tickets the service desk hands up, which you resolve or triage yourself, plus the systemic patterns underneath them that are worth fixing for good. The rest is your own domain — the network and conference room AV across our three offices. That means owning the network health standard IT reports on company-wide, from proactive alerting to internet failover with no single point of failure, and owning the technology side of office-related projects from design through cutover. You'll move between people and systems all week, and the best version of this job turns what you learn helping people into the automation, monitoring, and runbooks that mean fewer people need help at all.\n\nYou'll love this role if you want to:\n\n - Own the escalation end of the support queue, taking what's escalated from the service desk to resolve or triage, and identifying systemic patterns for the IT Engineering team to design permanent solutions for.\n\n - Own a technical domain of your own: networking and conference room AV across three offices.\n\n - Own the metric, not just the tickets. The office network health standard IT reports company-wide is yours: proactive alerting in every office, internet failover with no single point of failure, and network hygiene held at zero aging issues.\n\n - Do work people feel. A meeting that starts on time, WiFi nobody has to think about — invisible when it's right, and impossible to miss when it isn't.\n\n - Split your time between people and systems. You'll help Headwegians directly, then turn what you learn from them into the automation, monitoring, and documentation that means fewer of them need help.\n\n - Use automation on real workflows rather than as a side project, and help decide how a team in a regulated environment does that safely.\n\n - Grow with a function that's scaling. IT Operations is expanding as Headway does, and the standards you set now are the ones the team will run on.\n\nYou'll be a good fit if you:\n\n - Have 3+ years of experience in IT at a distributed company, with a track record of resolving complex issues independently and being the person teammates escalate to.\n\n - Are comfortable carrying an escalation rotation, including occasional after-hours or event-day support for All Hands and office moves.\n\n - Have fluency in a cloud-managed network stack — Meraki or equivalent — including wireless, VLANs, access points, and multi-ISP failover, with opinions about how to design for resilience.\n\n - Want to deepen domain ownership of conference room AV at scale, ideally Zoom Rooms and Neat, including support for large hybrid all-hands, office relocations, and expansions.\n\n - Have hands-on administration experience across several of the following: Okta, Google Workspace, Zoom, Slack, Jira Service Management, and 1Password, plus a strong understanding of macOS, Windows, and ChromeOS.\n\n - Have experience with cross-functional partnership to ship office technology changes — in our case, with Workplace Experience, Security, and Employee Experience.\n\n - Reach for workflow automation as a multiplier on your own work and care about verifying what it produces before it touches production.\n\n - Think about blast radius before rolling out a change, validate by prototyping first, and turn what you fix into runbooks the rest of the team can run.\n\n - Bonus points for experience with procurement processes.\n\n*Must be based within commuting distance to New York City and able to work on-site two days per week, with flexibility for additional on-site support as needed, and able to travel to our other offices quarterly or as required.\n\nTools we use:\n\n - Identity and access: Okta, 1Password\n\n - Collaboration: Google Workspace, Slack, Zoom\n\n - Service management: Jira Service Management\n\n - Network: Meraki\n\n - Conference room AV: Zoom Rooms, Neat\n\n - Endpoints: macOS, Windows, ChromeOS\n\n - Automation and AI: Tines, Claude, Glean\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"da155921-7e3c-46ef-8613-cae349e0c1fb","title":"Principal, Clinical Strategy and Execution","department":"All Cost Centers","team":"Clinical","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-09-09T19:16:56.166+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/da155921-7e3c-46ef-8613-cae349e0c1fb","applyUrl":"https://jobs.ashbyhq.com/headway/da155921-7e3c-46ef-8613-cae349e0c1fb/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Headway is looking for a Principal, Clinical Strategy and Execution to own how our clinical organization runs. Our clinical functions — clinical product, clinical quality, patient safety, clinical education, and more — carry a set of standing obligations that grows every quarter: governance committees, the OKR cycle, the clinical policy lifecycle, the clinical risk register, and an expanding portfolio of clinical programs. Today that work is distributed across clinical leaders and subject-matter experts who are also accountable for clinical outcomes. This role creates a single owner for how that governance work is run — while the teams that investigate, audit, and act on provider and patient risk continue to own that work.
You'll be a senior individual contributor who leads through ownership and influence, building governance infrastructure that scales as our network, service lines, and regulatory surface area grow. You will own the operating system that lets the clinical team make fast and clear strategic decisions that keep us aligned with our cross functional partners and the organization. As Headway opens novel referral channels, each one needs clinical protocols, triage and acuity criteria, escalation pathways, and documented standards before it can scale. You'll carry the day-to-day program management — milestones, dependencies, resourcing, escalation, and reporting — while clinical leadership retains clinical decision rights and accountability for clinical content and outcomes. You'll partner with a Senior Clinical Strategy Associate on committee and cadence operations, and work across Compliance, Operations, Data, Product, and more.
If you're a clinician who has built and led clinical programs at scale in a tech-enabled environment, this is a rare chance to design how clinical care is governed as it grows.
Run clinical governance committee operations: charters, membership, meeting cadence, agendas, pre-reads, minutes, decision logs, and action items driven to closure, in partnership with Clinical Operations and other cross-functional teams
Own the clinical team's operating rhythm: staff meetings, planning sessions, offsites, cross-functional forums, and internal communication
Drive the OKR cycle end to end for the clinical organization: drafting support and calibration, alignment to department and company OKRs, baseline and target setting with data partners, coordination for cross-functional resourcing, mid-cycle check-ins, scoring, and retrospectives; maintain the source of truth and surface off-track objectives early with a recommended path
Own the clinical policy lifecycle end to end: intake, drafting and revision alongside clinical subject-matter experts, review and approval routing, version control, effective dates, scheduled re-review, cross-functional enablement, and the downstream distribution, attestation, and training handoffs, including external-facing policy and regulatory work as directed by clinical leadership
Oversee execution of our clinical programs under the direction of clinical leadership: program plans, milestones, dependencies, and owners; status reporting and escalation; cross-functional coordination; program metrics and outcomes
Systematize the clinical team’s risk register entries as a live instrument within the Headway enterprise risk register: intake and triage of newly identified risks, consistent scoring and documentation, coordinating clinical team involvement in compliance-led audits, assignment of risk owners and mitigations, and reporting to clinical leadership
Act as the primary administrative interface between the clinical team and the departments we work across, including Compliance, Operations, Legal, Product, Growth, and more
An active clinical license as a master’s level therapist (LCSW, LPC, LMFT), doctorate level clinical psychologist (PhD/PsyD), or other psychiatric clinician (PMHNP-BC, MD/DO), with 7+ years of experience in mental health settings
Comfort with ambiguity and a builder's instinct. You build durable systems from scratch, manage complexity without dropping details, and anticipate and solve problems before they come to clinical leadership's attention
Experience with clinical governance and policy work. For example, supporting committees, moving policies or protocols through review and approval, or contributing to risk, accreditation, or audit processes in a clinical or healthcare setting
Genuine operational excellence and a track record of holding programs to a standard and timeline without formal authority. You've managed concurrent initiatives, and you hold senior clinicians and cross-functional partners to their commitments without jeopardizing the working relationship
A data-informed approach. You set baselines and targets, partner with data teams, and report progress in numbers
Real collaboration skill without formal authority. You inform senior clinicians and cross-functional partners, and you hold people accountable to timelines and commitments without jeopardizing the working relationship
Motivation from the problem. You want to work on one of our generation's defining challenges: access to affordable, high-quality mental healthcare
The expected base pay range for this position is $144,000 - $280,000, based on a variety of factors including qualifications, experience, and geographic location.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity Compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE\n\nHeadway is looking for a Principal, Clinical Strategy and Execution to own how our clinical organization runs. Our clinical functions — clinical product, clinical quality, patient safety, clinical education, and more — carry a set of standing obligations that grows every quarter: governance committees, the OKR cycle, the clinical policy lifecycle, the clinical risk register, and an expanding portfolio of clinical programs. Today that work is distributed across clinical leaders and subject-matter experts who are also accountable for clinical outcomes. This role creates a single owner for how that governance work is run — while the teams that investigate, audit, and act on provider and patient risk continue to own that work.\n\nYou'll be a senior individual contributor who leads through ownership and influence, building governance infrastructure that scales as our network, service lines, and regulatory surface area grow. You will own the operating system that lets the clinical team make fast and clear strategic decisions that keep us aligned with our cross functional partners and the organization. As Headway opens novel referral channels, each one needs clinical protocols, triage and acuity criteria, escalation pathways, and documented standards before it can scale. You'll carry the day-to-day program management — milestones, dependencies, resourcing, escalation, and reporting — while clinical leadership retains clinical decision rights and accountability for clinical content and outcomes. You'll partner with a Senior Clinical Strategy Associate on committee and cadence operations, and work across Compliance, Operations, Data, Product, and more.\n\nIf you're a clinician who has built and led clinical programs at scale in a tech-enabled environment, this is a rare chance to design how clinical care is governed as it grows.\n\n\n\n\nYOU WILL\n\n - Run clinical governance committee operations: charters, membership, meeting cadence, agendas, pre-reads, minutes, decision logs, and action items driven to closure, in partnership with Clinical Operations and other cross-functional teams\n\n - Own the clinical team's operating rhythm: staff meetings, planning sessions, offsites, cross-functional forums, and internal communication \n\n - Drive the OKR cycle end to end for the clinical organization: drafting support and calibration, alignment to department and company OKRs, baseline and target setting with data partners, coordination for cross-functional resourcing, mid-cycle check-ins, scoring, and retrospectives; maintain the source of truth and surface off-track objectives early with a recommended path\n\n - Own the clinical policy lifecycle end to end: intake, drafting and revision alongside clinical subject-matter experts, review and approval routing, version control, effective dates, scheduled re-review, cross-functional enablement, and the downstream distribution, attestation, and training handoffs, including external-facing policy and regulatory work as directed by clinical leadership\n\n - Oversee execution of our clinical programs under the direction of clinical leadership: program plans, milestones, dependencies, and owners; status reporting and escalation; cross-functional coordination; program metrics and outcomes\n\n - Systematize the clinical team’s risk register entries as a live instrument within the Headway enterprise risk register: intake and triage of newly identified risks, consistent scoring and documentation, coordinating clinical team involvement in compliance-led audits, assignment of risk owners and mitigations, and reporting to clinical leadership\n\n - Act as the primary administrative interface between the clinical team and the departments we work across, including Compliance, Operations, Legal, Product, Growth, and more\n\n\n\n\nYOU’D BE A GREAT FIT IF YOU HAVE\n\n - An active clinical license as a master’s level therapist (LCSW, LPC, LMFT), doctorate level clinical psychologist (PhD/PsyD), or other psychiatric clinician (PMHNP-BC, MD/DO), with 7+ years of experience in mental health settings\n\n - Comfort with ambiguity and a builder's instinct. You build durable systems from scratch, manage complexity without dropping details, and anticipate and solve problems before they come to clinical leadership's attention\n\n - Experience with clinical governance and policy work. For example, supporting committees, moving policies or protocols through review and approval, or contributing to risk, accreditation, or audit processes in a clinical or healthcare setting\n\n - Genuine operational excellence and a track record of holding programs to a standard and timeline without formal authority. You've managed concurrent initiatives, and you hold senior clinicians and cross-functional partners to their commitments without jeopardizing the working relationship\n\n - A data-informed approach. You set baselines and targets, partner with data teams, and report progress in numbers\n\n - Real collaboration skill without formal authority. You inform senior clinicians and cross-functional partners, and you hold people accountable to timelines and commitments without jeopardizing the working relationship\n\n - Motivation from the problem. You want to work on one of our generation's defining challenges: access to affordable, high-quality mental healthcare\n\n\n\n\nCOMPENSATION AND BENEFITS:\n\nThe expected base pay range for this position is $144,000 - $280,000, based on a variety of factors including qualifications, experience, and geographic location.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\nBenefits offered include:\n\n - Equity Compensation\n\n - Medical, Dental, and Vision coverage\n\n - HSA / FSA\n\n - 401K\n\n - Work-from-Home Stipend\n\n - Therapy Reimbursement\n\n - 16-week parental leave for eligible employees\n\n - Carrot Fertility annual reimbursement and membership\n\n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n\n - Flexible PTO\n\n - Employee Assistance Program (EAP)\n\n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"8bc00fec-bfc7-47ff-bef4-2d71776a56cb","title":"Senior Engineering Manager (Ranking & Relevance)","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York City","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-09-08T20:40:02.508+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/8bc00fec-bfc7-47ff-bef4-2d71776a56cb","applyUrl":"https://jobs.ashbyhq.com/headway/8bc00fec-bfc7-47ff-bef4-2d71776a56cb/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About Ranking & Relevance at Headway
Every patient who comes to Headway is asking one question: which of these therapists is right for me? Ranking & Relevance owns the answer. We build the retrieval and machine-learned ranking systems that decide which providers a patient sees, in what order, and why - across search, matching and personalization.
Headway is a three-sided marketplace, and the engine that powers that marketplace is the match-making system. A good match means a patient who books and stays in care, a provider whose caseload fills with the clients they are genuinely good at, and a payer whose members get effective care. Those goals overlap most of the time and compete some of the time, and this team owns that tradeoff in code. It is the hardest product problem at Headway, and match quality is not a vanity metric: the gap between a good match and a poor one is the difference between a patient who stays in care and one who gives up on it.
Today our matching is still largely filter-based. We are rebuilding it as an intelligent system that uses communication style, data-backed expertise signals, patient-reported outcomes and real behavioral signals to surface the right provider for each patient at the moment they are ready to book. Learning-to-rank went live this year and has already moved patient conversion, cancellations, provider activation and payer utilization. That is the first mile of a much longer road.
Principles that guide us
Mutual matches, not clicks. We optimize for matches that hold up months later, not impressions that convert today.
Measured or it didn't happen. Every change ships behind an experiment with a decision rule agreed in advance.
Own the outcome, not the model. The team that trains a model ships it, runs it and improves it, pager included.
Clinical stakes are engineering stakes. A ranking regression is not a dashboard problem. It changes who gets care, and how soon.
About this role
We are hiring a Senior Engineering Manager to lead Ranking & Relevance. You will lead eight engineers today - a mix of senior software and machine-learning engineers. You will partner daily with a staff product manager, two data scientists, and the payer and provider engineering organizations whose outcomes depend on your ranker.
This is a domain-depth role, not a span-of-control role. The systems are young enough that your technical judgment will shape them, and consequential enough that a ranking regression is visible to the whole company within days. You will report to the Director of Engineering for Core Patient Experience and work alongside the managers for onboarding, profiles and checkout, and activation, so what your team builds lands in the same patient journey theirs does.
The problems you'll solve in your first year
Make matching intelligent rather than filter-based. Ranking today leans on filters and hand-tuned boosts. You will lead the shift to a system that learns from communication style, expertise signals, outcomes data and real behavior, and you will decide where a model belongs and where a simpler rule is honestly better.
Resolve the three-sided objective. Patient conversion, provider activation and payer efficiency currently compete inside the ranker, and each improvement partially cancels another. You will land a joint objective the whole marketplace can agree to, with the modelling and the negotiation both on you.
Rank for outcomes, not just bookings. Today's models predict who books. What matters is who stays in care and gets better. You will take the team into outcome-aware ranking using patient-reported outcomes and measured expertise, in a domain where quality has to be defined carefully, explained plainly and defended.
Make ranking quality provable and fast to iterate. Offline evaluation and online results do not yet agree closely enough to make quick decisions. You will build the evaluation, monitoring and drift detection that let the team ship weekly and trust the read.
Build the team and the bar. You will hire into a team that is already strong and set what applied ML work looks like here: how models get reviewed, how experiments get decided, and how much of the work AI should be doing for us rather than to us.
Who you are
You have led software and ML engineers together, and you can tell which of a model's problems is a data problem.
You have owned a conversion or relevance metric end to end and can explain how you knew a win was real.
You treat reliability and instrumentation as leadership work, not platform overhead.
You want to manage. Hiring well, coaching engineers and holding a bar are the job, not the tax on the job.
You can hold a hard tradeoff with a peer organization without either capitulating or stonewalling.
You have a point of view on how AI changes the way engineering teams work, not only what they ship.
Experience we're seeking
4+ years managing engineers, including senior ICs and machine-learning engineers, with a track record of hiring and developing them.
5+ years as a software or ML engineer building production systems at scale.
Hands-on ownership of search, ranking, recommendation or personalization systems - retrieval, learning-to-rank, feature pipelines, online experimentation.
Experience in a marketplace or multi-stakeholder product where competing incentives had to be reconciled in the product itself.
Comfort in a domain where the outcome is clinical, the data is sensitive, and being roughly right is not good enough.
You'll love this role if you want to
Own the highest-leverage machine-learned system in a healthcare marketplace, with a direct line from your team's work to whether a patient finds the right therapist.
Build the ranking discipline at a company early enough for your standards to become the standards.
Work on a problem where the business metric and the human outcome point the same direction.
Define what AI-augmented engineering looks like on a team where the product itself is machine learning.
Our interview process
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.
First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experience. You'll also complete an AI Coding round — a collaborative session where we're less focused on syntax and more on how you think through problems and work with AI tools in a technical context.
Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and one more technical interview (System Design), leaving you with a fuller picture of what it's like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
The expected base pay range for this position is $265,200 - $331,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAbout Ranking & Relevance at Headway\n\nEvery patient who comes to Headway is asking one question: which of these therapists is right for me? Ranking & Relevance owns the answer. We build the retrieval and machine-learned ranking systems that decide which providers a patient sees, in what order, and why - across search, matching and personalization.\n\n\n\nHeadway is a three-sided marketplace, and the engine that powers that marketplace is the match-making system. A good match means a patient who books and stays in care, a provider whose caseload fills with the clients they are genuinely good at, and a payer whose members get effective care. Those goals overlap most of the time and compete some of the time, and this team owns that tradeoff in code. It is the hardest product problem at Headway, and match quality is not a vanity metric: the gap between a good match and a poor one is the difference between a patient who stays in care and one who gives up on it.\n\nToday our matching is still largely filter-based. We are rebuilding it as an intelligent system that uses communication style, data-backed expertise signals, patient-reported outcomes and real behavioral signals to surface the right provider for each patient at the moment they are ready to book. Learning-to-rank went live this year and has already moved patient conversion, cancellations, provider activation and payer utilization. That is the first mile of a much longer road.\n\n\n\nPrinciples that guide us\n\n - Mutual matches, not clicks. We optimize for matches that hold up months later, not impressions that convert today.\n\n - Measured or it didn't happen. Every change ships behind an experiment with a decision rule agreed in advance.\n\n - Own the outcome, not the model. The team that trains a model ships it, runs it and improves it, pager included.\n\n - Clinical stakes are engineering stakes. A ranking regression is not a dashboard problem. It changes who gets care, and how soon.\n\n\n\nAbout this role\n\nWe are hiring a Senior Engineering Manager to lead Ranking & Relevance. You will lead eight engineers today - a mix of senior software and machine-learning engineers. You will partner daily with a staff product manager, two data scientists, and the payer and provider engineering organizations whose outcomes depend on your ranker.\n\n\n\nThis is a domain-depth role, not a span-of-control role. The systems are young enough that your technical judgment will shape them, and consequential enough that a ranking regression is visible to the whole company within days. You will report to the Director of Engineering for Core Patient Experience and work alongside the managers for onboarding, profiles and checkout, and activation, so what your team builds lands in the same patient journey theirs does.\n\n\n\nThe problems you'll solve in your first year\n\n 1. Make matching intelligent rather than filter-based. Ranking today leans on filters and hand-tuned boosts. You will lead the shift to a system that learns from communication style, expertise signals, outcomes data and real behavior, and you will decide where a model belongs and where a simpler rule is honestly better.\n\n 2. Resolve the three-sided objective. Patient conversion, provider activation and payer efficiency currently compete inside the ranker, and each improvement partially cancels another. You will land a joint objective the whole marketplace can agree to, with the modelling and the negotiation both on you.\n\n 3. Rank for outcomes, not just bookings. Today's models predict who books. What matters is who stays in care and gets better. You will take the team into outcome-aware ranking using patient-reported outcomes and measured expertise, in a domain where quality has to be defined carefully, explained plainly and defended.\n\n 4. Make ranking quality provable and fast to iterate. Offline evaluation and online results do not yet agree closely enough to make quick decisions. You will build the evaluation, monitoring and drift detection that let the team ship weekly and trust the read.\n\n 5. Build the team and the bar. You will hire into a team that is already strong and set what applied ML work looks like here: how models get reviewed, how experiments get decided, and how much of the work AI should be doing for us rather than to us.\n \n\nWho you are\n\n - You have led software and ML engineers together, and you can tell which of a model's problems is a data problem.\n\n - You have owned a conversion or relevance metric end to end and can explain how you knew a win was real.\n\n - You treat reliability and instrumentation as leadership work, not platform overhead.\n\n - You want to manage. Hiring well, coaching engineers and holding a bar are the job, not the tax on the job.\n\n - You can hold a hard tradeoff with a peer organization without either capitulating or stonewalling.\n\n - You have a point of view on how AI changes the way engineering teams work, not only what they ship.\n\n\n\nExperience we're seeking\n\n - 4+ years managing engineers, including senior ICs and machine-learning engineers, with a track record of hiring and developing them.\n\n - 5+ years as a software or ML engineer building production systems at scale.\n\n - Hands-on ownership of search, ranking, recommendation or personalization systems - retrieval, learning-to-rank, feature pipelines, online experimentation.\n\n - Experience in a marketplace or multi-stakeholder product where competing incentives had to be reconciled in the product itself.\n\n - Comfort in a domain where the outcome is clinical, the data is sensitive, and being roughly right is not good enough.\n\n\n\nYou'll love this role if you want to\n\n - Own the highest-leverage machine-learned system in a healthcare marketplace, with a direct line from your team's work to whether a patient finds the right therapist.\n\n - Build the ranking discipline at a company early enough for your standards to become the standards.\n\n - Work on a problem where the business metric and the human outcome point the same direction.\n\n - Define what AI-augmented engineering looks like on a team where the product itself is machine learning.\n\n\n\nOur interview process\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.\n\n - First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experience. You'll also complete an AI Coding round — a collaborative session where we're less focused on syntax and more on how you think through problems and work with AI tools in a technical context.\n\n - Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and one more technical interview (System Design), leaving you with a fuller picture of what it's like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\n\n\nCOMPENSATION AND BENEFITS:\n\nThe expected base pay range for this position is $265,200 - $331,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"748fe666-44a1-4509-af9f-6ce6c3252e12","title":"Senior Engineering Manager, Billing Infrastructure","department":"All Cost Centers","team":"Engineering","employmentType":"FullTime","location":"New York City","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}}],"publishedAt":"2026-09-10T17:25:45.644+00:00","isListed":true,"isRemote":null,"workplaceType":null,"address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/748fe666-44a1-4509-af9f-6ce6c3252e12","applyUrl":"https://jobs.ashbyhq.com/headway/748fe666-44a1-4509-af9f-6ce6c3252e12/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Lead the platform that owns what Headway believes about the money on every appointment, and when anyone is allowed to act on it. Help drive building our new orchestration layer, a codified financial state machine for an appointment’s financial lifecycle: explicit states, enforced guardrails, automated reconciliation, immutable explainability, and safe simulation of financial logic. A senior, high-leverage platform role at the center of every financial system at Headway, with a documented charter and a direct line to how quickly the company can close its books.
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide.
Every appointment on Headway has a financial story: what the patient owes, what the provider is paid, what the payer is billed, and whether all three ever line up. At 1.5M+ appointments a month, up from 5.6M appointments in all of 2023 to 14.5M in 2025, that story has to be told correctly, automatically, and the same way every time.
As Senior Engineering Manager, you’ll own the technical strategy for the Billing System platform and drive its next chapter. Our new orchestration layer: the codified state machine that knows what state every appointment is in and what actions are allowed next is in design phases now; you’ll play a key role in building and planning from initial to full governance. Beyond orchestration: guardrail APIs that gate other systems’ writes, automated payer remittance ingestion, automatic refunds and recoups, and the non-happy-path machinery (refilings, fee-schedule corrections, settled state that has to reopen and re-settle safely) where the real engineering difficulty lives. You’ll set technical direction across state-machine design, immutable snapshot and explainability guarantees, shadow-mode simulation, and a path toward durable workflow orchestration, while partnering with Finance and Accounting, who consume your system’s output as the company’s financial record.
This is a platform-definition role, not a cleanup role. The billing system already exists and already commits real financial outcomes; the mandate is to extend it into the authority that governs when every financial action can happen, at 1.5M+ appointments a month and accelerating.
We’re looking for a senior engineering leader with the technical depth to shape a complex financial platform and the organizational credibility to govern it. You’ll work closely with Engineering Leadership, Product, Data, Finance, and Accounting to define how Headway records, moves, and stands behind its money.
Below are experiences we think help senior engineering managers succeed in this role:
You have 5+ years of experience as an Engineering Manager, including experience leading platform or infrastructure teams at scope beyond a single team — multiple teams, a broad cross-org platform mandate, or both.
You have 5–7+ years of experience as a Software Engineer with depth in backend and distributed systems: financial state machines, event-driven architectures, workflow orchestration, or high-reliability data pipelines in domains where correctness is non-negotiable.
You’ve led platform work whose customers are other engineering teams — defining contracts, setting standards, and getting peers to build behind guardrails rather than around them.
You have a track record in domains where data integrity and financial correctness were the product: billing, payments, ledgers, claims, or a similarly consequential platform.
You’ve partnered with Finance, Accounting, or compliance functions whose work depends on what your systems produce, and you can make that relationship work when interests diverge.
You have strong prioritization and roadmap judgment and can sequence work across a chain of dependent migrations while managing real cross-team dependencies.
Nice to have: ledger, double-entry, invoicing, or reconciliation systems experience; healthcare billing or EDI exposure; fintech or payments background; experience through external audit or a financial close-cycle transition; has built simulation, shadow-mode, or backtesting infrastructure for consequential financial logic.
After you apply to Headway, here are some details of what to expect during the interview process.
Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.
First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experiences.
Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and two technical interviews (System Design & AI Coding), leaving you with a fuller picture of what it's like to work at Headway.
References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
The expected base pay range for this position is $265,200 - $331,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team’s strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nTHE ROLE\n\nLead the platform that owns what Headway believes about the money on every appointment, and when anyone is allowed to act on it. Help drive building our new orchestration layer, a codified financial state machine for an appointment’s financial lifecycle: explicit states, enforced guardrails, automated reconciliation, immutable explainability, and safe simulation of financial logic. A senior, high-leverage platform role at the center of every financial system at Headway, with a documented charter and a direct line to how quickly the company can close its books.\n\n\n\n\nABOUT ENGINEERING AT HEADWAY\n\nBuilding a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. \n\n\n\n\nABOUT THIS ROLE\n\nEvery appointment on Headway has a financial story: what the patient owes, what the provider is paid, what the payer is billed, and whether all three ever line up. At 1.5M+ appointments a month, up from 5.6M appointments in all of 2023 to 14.5M in 2025, that story has to be told correctly, automatically, and the same way every time.\n\n\n\nAs Senior Engineering Manager, you’ll own the technical strategy for the Billing System platform and drive its next chapter. Our new orchestration layer: the codified state machine that knows what state every appointment is in and what actions are allowed next is in design phases now; you’ll play a key role in building and planning from initial to full governance. Beyond orchestration: guardrail APIs that gate other systems’ writes, automated payer remittance ingestion, automatic refunds and recoups, and the non-happy-path machinery (refilings, fee-schedule corrections, settled state that has to reopen and re-settle safely) where the real engineering difficulty lives. You’ll set technical direction across state-machine design, immutable snapshot and explainability guarantees, shadow-mode simulation, and a path toward durable workflow orchestration, while partnering with Finance and Accounting, who consume your system’s output as the company’s financial record.\n\n\n\nThis is a platform-definition role, not a cleanup role. The billing system already exists and already commits real financial outcomes; the mandate is to extend it into the authority that governs when every financial action can happen, at 1.5M+ appointments a month and accelerating.\n\n\nWHO YOU ARE\n\nWe’re looking for a senior engineering leader with the technical depth to shape a complex financial platform and the organizational credibility to govern it. You’ll work closely with Engineering Leadership, Product, Data, Finance, and Accounting to define how Headway records, moves, and stands behind its money.\n\nBelow are experiences we think help senior engineering managers succeed in this role:\n\n - You have 5+ years of experience as an Engineering Manager, including experience leading platform or infrastructure teams at scope beyond a single team — multiple teams, a broad cross-org platform mandate, or both.\n\n - You have 5–7+ years of experience as a Software Engineer with depth in backend and distributed systems: financial state machines, event-driven architectures, workflow orchestration, or high-reliability data pipelines in domains where correctness is non-negotiable.\n\n - You’ve led platform work whose customers are other engineering teams — defining contracts, setting standards, and getting peers to build behind guardrails rather than around them.\n\n - You have a track record in domains where data integrity and financial correctness were the product: billing, payments, ledgers, claims, or a similarly consequential platform.\n\n - You’ve partnered with Finance, Accounting, or compliance functions whose work depends on what your systems produce, and you can make that relationship work when interests diverge.\n\n - You have strong prioritization and roadmap judgment and can sequence work across a chain of dependent migrations while managing real cross-team dependencies.\n\n\n\nNice to have: ledger, double-entry, invoicing, or reconciliation systems experience; healthcare billing or EDI exposure; fintech or payments background; experience through external audit or a financial close-cycle transition; has built simulation, shadow-mode, or backtesting infrastructure for consequential financial logic.\n\n\n\n\nOUR INTERVIEW PROCESS\n\nAfter you apply to Headway, here are some details of what to expect during the interview process.\n\n - Initial screen: You'll connect with someone in recruiting so you can learn more about the team, Headway's mission and exciting growth, and we can get a better idea of your background.\n\n - First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experiences.\n\n - Final rounds: You'll meet team members across product and engineering leadership for multiple behavioral interviews and two technical interviews (System Design & AI Coding), leaving you with a fuller picture of what it's like to work at Headway.\n\n - References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!\n\n\nCOMPENSATION AND BENEFITS\n\nThe expected base pay range for this position is $265,200 - $331,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\nBenefits offered include:\n\n - Equity compensation\n\n - Medical, Dental, and Vision coverage\n\n - HSA / FSA\n\n - 401K\n\n - Work-from-Home Stipend\n\n - Therapy Reimbursement\n\n - 16-week parental leave for eligible employees\n\n - Carrot Fertility annual reimbursement and membership\n\n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n\n - Flexible PTO\n\n - Employee Assistance Program (EAP)\n\n - Training and professional development\n\n\n\nWe believe a team’s strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"1ce49a72-441d-4ea8-99af-4df1fab3a731","title":"Director, Real Estate & Workplace","department":"All Cost Centers","team":"People","employmentType":"FullTime","location":"New York City","secondaryLocations":[],"publishedAt":"2026-09-11T23:07:40.507+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/1ce49a72-441d-4ea8-99af-4df1fab3a731","applyUrl":"https://jobs.ashbyhq.com/headway/1ce49a72-441d-4ea8-99af-4df1fab3a731/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Headway is hiring a Director of Real Estate & Workplace to own the physical foundation of how we work — our offices in New York, San Francisco, and Seattle, and every decision about where we sit and what it feels like to be there. This person will own real estate strategy and transactions, our buildout program, in-house facilities management, and the entire employee office experience, reporting directly to our Chief People Officer.
This is not a maintenance role. Headway is scaling from ~900 to ~1,300 employees in 2026, and our footprint has to scale with it — which means negotiating leases, running buildouts, managing sub-tenants, and raising the bar on what our offices do for the people in them, all at once. You'll inherit an in-house facilities team spread across three offices, and you’ll partner closely with our exec team, Finance, Legal, IT, and People Operations to translate how Headway wants to work into the space we work in — and to hold the company accountable to what that space costs and what it returns.
End-to-end real estate strategy. Own portfolio strategy across New York, San Francisco, and Seattle: looking around the corner to project space needs against headcount growth, building the scenarios and financial models behind every footprint decision, and bringing the exec team decision-ready recommendations for real estate strategy.
Lease transactions and sub-tenants. Run the full lifecycle — market analysis, site selection, RFPs, letters of intent, negotiation, lease review, approvals, and signing — managing our brokers and landlord relationships throughout. You will also own our sublease strategy and sub-tenant relationships, from identifying underutilized space to placing it and managing sub-tenants through their occupancy.
Buildout and capital projects. Own every real-estate capital project: new construction, expansions, renovations, reconfigurations, and decommissions. Source and manage contractors, architects, and project managers; hold them to scope, schedule, and cost; and deliver on time and on budget with minimal disruption to the business.
Workplace strategy and employee experience. Own what it feels like to work in a Headway office — F&B, amenities, guest and visitor services, front-of-house, and all the details that make up an in-person experience. Develop and drive a workplace strategy that makes our offices somewhere people gravitate toward, and evolve it as we learn.
In-house facilities management. Own day-to-day operations across all three sites — building services, preventive and reactive maintenance, office services, space and seating planning — delivered by our own team, with the standards, playbooks, and service levels that keep quality scalable and consistent site to site.
Budget and accountability. Own the operating and capital budgets, and define the right metrics to measure success and progress – occupancy and utilization, cost per seat, sublease recovery, project delivery, vendor performance, and how employees actually feel about our offices.
You think in systems. You build the standards, operating rhythms, and metrics that make a function self-improving rather than dependent on you personally.
You can own real estate end to end. You've personally negotiated commercial office leases, run a buildout program, and managed sub-tenants — not overseen a broker who did it for you. You're fluent in real estate financial analysis, including lease accounting principles.
You have real command of facilities craft. You know how to find and source building contractors, evaluate their work, and hold them accountable. You see around the corner on office improvements, architecture, and leasing requirements — anticipating what a space will need before it becomes urgent.
You're obsessed with workplace experience. You have a point of view on what makes people want to be in an office, and a track record of developing, owning, and driving a workplace strategy that delivered it. You treat the office as a product, not a cost center.
You're an exceptional people manager. You've led a decentralized team across multiple offices, coaching and developing people who don't sit where you sit. You'll inherit an in-house facilities team and are energized by growing your team.
You're a credible partner to the exec team. You collaborate exceptionally well at the executive level and thrive in a collaborative environment.
You thrive in an AI-forward, high-velocity, high-agency environment. You see AI as a design principle rather than a bolt-on, you move fast without waiting to be told what to do, and you're comfortable owning outcomes with limited scaffolding.
You have 12+ years in corporate real estate, workplace operations, or facilities leadership, including multi-site responsibility, with at least 3 years managing people.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE ROLE\n\nHeadway is hiring a Director of Real Estate & Workplace to own the physical foundation of how we work — our offices in New York, San Francisco, and Seattle, and every decision about where we sit and what it feels like to be there. This person will own real estate strategy and transactions, our buildout program, in-house facilities management, and the entire employee office experience, reporting directly to our Chief People Officer.\n\nThis is not a maintenance role. Headway is scaling from ~900 to ~1,300 employees in 2026, and our footprint has to scale with it — which means negotiating leases, running buildouts, managing sub-tenants, and raising the bar on what our offices do for the people in them, all at once. You'll inherit an in-house facilities team spread across three offices, and you’ll partner closely with our exec team, Finance, Legal, IT, and People Operations to translate how Headway wants to work into the space we work in — and to hold the company accountable to what that space costs and what it returns.\n\n\n\nWHAT YOU'LL OWN\n\n - End-to-end real estate strategy. Own portfolio strategy across New York, San Francisco, and Seattle: looking around the corner to project space needs against headcount growth, building the scenarios and financial models behind every footprint decision, and bringing the exec team decision-ready recommendations for real estate strategy.\n\n - Lease transactions and sub-tenants. Run the full lifecycle — market analysis, site selection, RFPs, letters of intent, negotiation, lease review, approvals, and signing — managing our brokers and landlord relationships throughout. You will also own our sublease strategy and sub-tenant relationships, from identifying underutilized space to placing it and managing sub-tenants through their occupancy.\n\n - Buildout and capital projects. Own every real-estate capital project: new construction, expansions, renovations, reconfigurations, and decommissions. Source and manage contractors, architects, and project managers; hold them to scope, schedule, and cost; and deliver on time and on budget with minimal disruption to the business.\n\n - Workplace strategy and employee experience. Own what it feels like to work in a Headway office — F&B, amenities, guest and visitor services, front-of-house, and all the details that make up an in-person experience. Develop and drive a workplace strategy that makes our offices somewhere people gravitate toward, and evolve it as we learn.\n\n - In-house facilities management. Own day-to-day operations across all three sites — building services, preventive and reactive maintenance, office services, space and seating planning — delivered by our own team, with the standards, playbooks, and service levels that keep quality scalable and consistent site to site.\n\n - Budget and accountability. Own the operating and capital budgets, and define the right metrics to measure success and progress – occupancy and utilization, cost per seat, sublease recovery, project delivery, vendor performance, and how employees actually feel about our offices.\n\n\nYOU'D BE A GREAT FIT IF…\n\n - You think in systems. You build the standards, operating rhythms, and metrics that make a function self-improving rather than dependent on you personally.\n\n - You can own real estate end to end. You've personally negotiated commercial office leases, run a buildout program, and managed sub-tenants — not overseen a broker who did it for you. You're fluent in real estate financial analysis, including lease accounting principles.\n\n - You have real command of facilities craft. You know how to find and source building contractors, evaluate their work, and hold them accountable. You see around the corner on office improvements, architecture, and leasing requirements — anticipating what a space will need before it becomes urgent.\n\n - You're obsessed with workplace experience. You have a point of view on what makes people want to be in an office, and a track record of developing, owning, and driving a workplace strategy that delivered it. You treat the office as a product, not a cost center.\n\n - You're an exceptional people manager. You've led a decentralized team across multiple offices, coaching and developing people who don't sit where you sit. You'll inherit an in-house facilities team and are energized by growing your team.\n\n - You're a credible partner to the exec team. You collaborate exceptionally well at the executive level and thrive in a collaborative environment.\n\n - You thrive in an AI-forward, high-velocity, high-agency environment. You see AI as a design principle rather than a bolt-on, you move fast without waiting to be told what to do, and you're comfortable owning outcomes with limited scaffolding.\n\n - You have 12+ years in corporate real estate, workplace operations, or facilities leadership, including multi-site responsibility, with at least 3 years managing people.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"066913f2-c3f0-4e05-bc67-3b259a657a5c","title":"Contract Technical Sourcer","department":"All Cost Centers","team":"Talent Acquisition","employmentType":"Contract","location":"Remote","secondaryLocations":[],"publishedAt":"2026-09-15T19:56:27.838+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/066913f2-c3f0-4e05-bc67-3b259a657a5c","applyUrl":"https://jobs.ashbyhq.com/headway/066913f2-c3f0-4e05-bc67-3b259a657a5c/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Headway’s Talent team is hiring a Contract Technical Sourcer to help us find and engage exceptional technology talent for our fast-growing teams. In this role, you’ll lean on trusted sourcing techniques and creative strategies to uncover talent beyond the obvious channels. You’ll know how to navigate niche communities, leverage referrals, and craft compelling outreach that stands out in crowded inboxes. You’ll also partner closely with recruiters and hiring managers to calibrate profiles and ensure a seamless candidate experience from the very first interaction. This role is mission-critical as we build the team that will power Headway’s next stage of growth.
You will:
Source top talent for technical roles (primarily Engineering) using both proven methods and creative approaches to engage hard-to-reach candidates.
Leverage tools like LinkedIn Recruiter, Juicebox, and Ashby while also tapping into talent communities, competitor mapping, referrals, and other advanced sourcing channels.
Partner with recruiters and hiring managers to refine sourcing strategies, share market insights, and build diverse, high-quality pipelines.
Conduct initial screens to assess talent and ensure a smooth and positive candidate experience.
You’ll be a good fit if:
You have hands-on experience with LinkedIn Recruiter (required), and are skilled with Juicebox and Ashby (highly preferred).
You bring trusted experience applying creative sourcing strategies such as market mapping, engaging niche networks, leveraging events, and crafting differentiated outreach.
You’ve sourced across a range of technical roles in fast-paced, high-growth companies.
You thrive in a metrics-driven environment, balancing speed with quality to deliver diverse, well-aligned pipelines.
You’re detail-oriented, resourceful, and energized by the challenge of turning tough searches into great hires.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nHeadway’s Talent team is hiring a Contract Technical Sourcer to help us find and engage exceptional technology talent for our fast-growing teams. In this role, you’ll lean on trusted sourcing techniques and creative strategies to uncover talent beyond the obvious channels. You’ll know how to navigate niche communities, leverage referrals, and craft compelling outreach that stands out in crowded inboxes. You’ll also partner closely with recruiters and hiring managers to calibrate profiles and ensure a seamless candidate experience from the very first interaction. This role is mission-critical as we build the team that will power Headway’s next stage of growth.\n\nYou will: \n\n - Source top talent for technical roles (primarily Engineering) using both proven methods and creative approaches to engage hard-to-reach candidates.\n\n - Leverage tools like LinkedIn Recruiter, Juicebox, and Ashby while also tapping into talent communities, competitor mapping, referrals, and other advanced sourcing channels.\n\n - Partner with recruiters and hiring managers to refine sourcing strategies, share market insights, and build diverse, high-quality pipelines.\n\n - Conduct initial screens to assess talent and ensure a smooth and positive candidate experience. \n\nYou’ll be a good fit if: \n\n - You have hands-on experience with LinkedIn Recruiter (required), and are skilled with Juicebox and Ashby (highly preferred).\n\n - You bring trusted experience applying creative sourcing strategies such as market mapping, engaging niche networks, leveraging events, and crafting differentiated outreach.\n\n - You’ve sourced across a range of technical roles in fast-paced, high-growth companies.\n\n - You thrive in a metrics-driven environment, balancing speed with quality to deliver diverse, well-aligned pipelines.\n\n - You’re detail-oriented, resourceful, and energized by the challenge of turning tough searches into great hires.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"80b9e9d6-bcc7-499d-bc91-d5ca5ec3fdcd","title":"Strategic Finance Manager","department":"All Cost Centers","team":"Finance","employmentType":"FullTime","location":"Remote","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"New York City","address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-09-14T21:52:42.602+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/80b9e9d6-bcc7-499d-bc91-d5ca5ec3fdcd","applyUrl":"https://jobs.ashbyhq.com/headway/80b9e9d6-bcc7-499d-bc91-d5ca5ec3fdcd/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Strategic Finance Manager
As we scale towards $1B+ in revenue — connecting patients to mental healthcare and building the infrastructure that makes that possible at scale — Strategic Finance is one of the most operationally influential seats in the company. The decisions that shape how we grow, where we invest, and how we measure success run through this team. Strategic Finance exists at Headway to make better decisions regarding where to put the next dollar and then to make sure we actually execute against those decisions.
You'll be a true business partner to leaders across Product, Sales, Marketing, Operations, People, and other corporate functions — close enough to their work to understand what actually drives results, and rigorous enough to translate that into forecasts, unit economics, and business cases that hold up. You'll own core parts of our planning and forecasting rhythm, and you'll be the person leadership turns to when a decision needs a clear-eyed financial answer.
This is a highly cross-functional role for someone who thrives at the intersection of financial analysis and strategic decision-making. We're looking for someone who wants to influence outcomes, not just report on them.
You will:
Partner with the business: Serve as an embedded finance business partner to 1-2 functions. You are responsible for translating business plans into financial plans and financial constraints into business tradeoffs.
Drive capital allocation: Build and pressure-test business cases for investments — these could range across product bets, sales and marketing, market expansion, headcount, vendor, or build-vs-buy decisions. You’ll track outcomes and unit economics, closing the loop with leadership on what worked.
Own planning & budgeting: Run the financial planning and monthly forecasting process end-to-end. Manage the operating budget with your partner teams — monthly reviews, variance analysis, and guidance.
Maintain forecasts and KPIs: Own and continuously improve understanding of the drivers of your part of the business. Help the business define the KPIs that matter and then work with Data to make them visible and trusted.
Bring AI into the workflow: Actively apply AI tools to drive faster insight, greater efficiency, and smarter decision-making — and help shape how the Finance team works as those tools evolve.
You'd be a great fit if:
You're excited to join a mission-driven company and use your financial skills to help scale access to mental healthcare.
You have 6+ years of experience, ideally blending Investment Banking, Consulting, or Private Equity/Venture Capital with a highly analytical Strategic Finance role at a fast-growing tech company.
You've owned the numbers or been a critical financial partner to a fast-growing business or product line.
You make the business better, not just the model. You embed with business partners, earn their trust quickly, and translate financial analysis into decisions that sharpen strategy and drive results.
You bring structure to ambiguity. You proactively seek context, solve open-ended problems, anticipate stakeholder needs, and stay flexible when priorities shift.
You communicate complex insights clearly. You tailor your message to the audience — finance vs. business partners — and make the takeaway impossible to miss.
You see AI as a competitive advantage, not a feature to explore someday. You actively use AI tools to be more efficient, sharpen your analysis, and make smarter calls.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nStrategic Finance Manager\n\nAs we scale towards $1B+ in revenue — connecting patients to mental healthcare and building the infrastructure that makes that possible at scale — Strategic Finance is one of the most operationally influential seats in the company. The decisions that shape how we grow, where we invest, and how we measure success run through this team. Strategic Finance exists at Headway to make better decisions regarding where to put the next dollar and then to make sure we actually execute against those decisions.\n\nYou'll be a true business partner to leaders across Product, Sales, Marketing, Operations, People, and other corporate functions — close enough to their work to understand what actually drives results, and rigorous enough to translate that into forecasts, unit economics, and business cases that hold up. You'll own core parts of our planning and forecasting rhythm, and you'll be the person leadership turns to when a decision needs a clear-eyed financial answer.\n\nThis is a highly cross-functional role for someone who thrives at the intersection of financial analysis and strategic decision-making. We're looking for someone who wants to influence outcomes, not just report on them.\n\nYou will:\n\n - Partner with the business: Serve as an embedded finance business partner to 1-2 functions. You are responsible for translating business plans into financial plans and financial constraints into business tradeoffs.\n\n - Drive capital allocation: Build and pressure-test business cases for investments — these could range across product bets, sales and marketing, market expansion, headcount, vendor, or build-vs-buy decisions. You’ll track outcomes and unit economics, closing the loop with leadership on what worked.\n\n - Own planning & budgeting: Run the financial planning and monthly forecasting process end-to-end. Manage the operating budget with your partner teams — monthly reviews, variance analysis, and guidance.\n\n - Maintain forecasts and KPIs: Own and continuously improve understanding of the drivers of your part of the business. Help the business define the KPIs that matter and then work with Data to make them visible and trusted.\n\n - Bring AI into the workflow: Actively apply AI tools to drive faster insight, greater efficiency, and smarter decision-making — and help shape how the Finance team works as those tools evolve.\n\nYou'd be a great fit if:\n\n - You're excited to join a mission-driven company and use your financial skills to help scale access to mental healthcare.\n\n - You have 6+ years of experience, ideally blending Investment Banking, Consulting, or Private Equity/Venture Capital with a highly analytical Strategic Finance role at a fast-growing tech company.\n\n - You've owned the numbers or been a critical financial partner to a fast-growing business or product line. \n\n - You make the business better, not just the model. You embed with business partners, earn their trust quickly, and translate financial analysis into decisions that sharpen strategy and drive results.\n\n - You bring structure to ambiguity. You proactively seek context, solve open-ended problems, anticipate stakeholder needs, and stay flexible when priorities shift.\n\n - You communicate complex insights clearly. You tailor your message to the audience — finance vs. business partners — and make the takeaway impossible to miss.\n\n - You see AI as a competitive advantage, not a feature to explore someday. You actively use AI tools to be more efficient, sharpen your analysis, and make smarter calls.\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"a6071a97-4a7d-4094-93ea-7b2f86a6a067","title":"Senior Strategic Finance Manager","department":"All Cost Centers","team":"Finance","employmentType":"FullTime","location":"Remote","secondaryLocations":[],"publishedAt":"2026-09-17T14:25:53.627+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/headway/a6071a97-4a7d-4094-93ea-7b2f86a6a067","applyUrl":"https://jobs.ashbyhq.com/headway/a6071a97-4a7d-4094-93ea-7b2f86a6a067/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As we scale towards $1B+ in revenue — connecting patients to mental healthcare and building the infrastructure that makes that possible at scale — Strategic Finance is one of the most operationally influential seats in the company. The decisions that shape how we grow, where we invest, and how we measure success run through this team. Strategic Finance exists at Headway to make better decisions regarding where to put the next dollar and then to make sure we actually execute against those decisions.
You'll be a true business partner to leaders across Product, Sales, Marketing, Operations, People, and other corporate functions — close enough to their work to understand what actually drives results, and rigorous enough to translate that into forecasts, unit economics, and business cases that hold up. You'll own core parts of our planning and forecasting rhythm, and you'll be the person leadership turns to when a decision needs a clear-eyed financial answer.
This is a highly cross-functional role for someone who thrives at the intersection of financial analysis and strategic decision-making. We're looking for someone who wants to influence outcomes, not just report on them.
You will:
Partner with the business: Serve as an embedded finance business partner to 1-2 functions. You are responsible for translating business plans into financial plans and financial constraints into business tradeoffs.
Drive capital allocation: Build and pressure-test business cases for investments — these could range across product bets, sales and marketing, market expansion, headcount, vendor, or build-vs-buy decisions. You’ll track outcomes and unit economics, closing the loop with leadership on what worked.
Own planning & budgeting: Run the financial planning and monthly forecasting process end-to-end. Manage the operating budget with your partner teams — monthly reviews, variance analysis, and guidance.
Maintain forecasts and KPIs: Own and continuously improve understanding of the drivers of your part of the business. Help the business define the KPIs that matter and then work with Data to make them visible and trusted.
Bring AI into the workflow: Actively apply AI tools to drive faster insight, greater efficiency, and smarter decision-making — and help shape how the Finance team works as those tools evolve.
You'd be a great fit if:
You're excited to join a mission-driven company and use your financial skills to help scale access to mental healthcare.
You have 8+ years of experience, ideally blending Investment Banking, Consulting, or Private Equity/Venture Capital with a highly analytical Strategic Finance role at a fast-growing tech company.
You've owned the numbers for a fast-growing business or product line — and you can point to decisions that went differently because of your work.
You make the business better, not just the model. You don't just partner with the business — you shape its strategy. You lead cross-functional work without authority, earn trust through delivery, and translate financial analysis into decisions that change what the business does next.
You bring structure to ambiguity. When the scope isn't defined, you define it. You proactively seek context, solve open-ended problems, and keep cross-functional groups moving with clarity even when the answer isn't settled.
You communicate complex insights clearly. You tailor your message to the audience — finance vs. business partners — and make the takeaway impossible to miss.
You see AI as a competitive advantage, not a feature to explore someday. You actively use AI tools to be more efficient, sharpen your analysis, and make smarter calls
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\nAs we scale towards $1B+ in revenue — connecting patients to mental healthcare and building the infrastructure that makes that possible at scale — Strategic Finance is one of the most operationally influential seats in the company. The decisions that shape how we grow, where we invest, and how we measure success run through this team. Strategic Finance exists at Headway to make better decisions regarding where to put the next dollar and then to make sure we actually execute against those decisions.\n\nYou'll be a true business partner to leaders across Product, Sales, Marketing, Operations, People, and other corporate functions — close enough to their work to understand what actually drives results, and rigorous enough to translate that into forecasts, unit economics, and business cases that hold up. You'll own core parts of our planning and forecasting rhythm, and you'll be the person leadership turns to when a decision needs a clear-eyed financial answer.\n\nThis is a highly cross-functional role for someone who thrives at the intersection of financial analysis and strategic decision-making. We're looking for someone who wants to influence outcomes, not just report on them.\n\nYou will:\n\n - Partner with the business: Serve as an embedded finance business partner to 1-2 functions. You are responsible for translating business plans into financial plans and financial constraints into business tradeoffs.\n \n\n - Drive capital allocation: Build and pressure-test business cases for investments — these could range across product bets, sales and marketing, market expansion, headcount, vendor, or build-vs-buy decisions. You’ll track outcomes and unit economics, closing the loop with leadership on what worked.\n \n\n - Own planning & budgeting: Run the financial planning and monthly forecasting process end-to-end. Manage the operating budget with your partner teams — monthly reviews, variance analysis, and guidance.\n \n\n - Maintain forecasts and KPIs: Own and continuously improve understanding of the drivers of your part of the business. Help the business define the KPIs that matter and then work with Data to make them visible and trusted.\n \n\n - Bring AI into the workflow: Actively apply AI tools to drive faster insight, greater efficiency, and smarter decision-making — and help shape how the Finance team works as those tools evolve.\n\n\n\nYou'd be a great fit if:\n\n - You're excited to join a mission-driven company and use your financial skills to help scale access to mental healthcare.\n \n\n - You have 8+ years of experience, ideally blending Investment Banking, Consulting, or Private Equity/Venture Capital with a highly analytical Strategic Finance role at a fast-growing tech company.\n\n - You've owned the numbers for a fast-growing business or product line — and you can point to decisions that went differently because of your work. \n \n\n - You make the business better, not just the model. You don't just partner with the business — you shape its strategy. You lead cross-functional work without authority, earn trust through delivery, and translate financial analysis into decisions that change what the business does next.\n \n\n - You bring structure to ambiguity. When the scope isn't defined, you define it. You proactively seek context, solve open-ended problems, and keep cross-functional groups moving with clarity even when the answer isn't settled.\n \n\n - You communicate complex insights clearly. You tailor your message to the audience — finance vs. business partners — and make the takeaway impossible to miss.\n \n\n - You see AI as a competitive advantage, not a feature to explore someday. You actively use AI tools to be more efficient, sharpen your analysis, and make smarter calls\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."},{"id":"8342802b-4ebf-4c36-b878-4d3f2f359b9d","title":"Senior Product Designer, Search Results","department":"All Cost Centers","team":"Product Design","employmentType":"FullTime","location":"New York City","secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"postalCode":"94105","addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"Seattle, WA","address":{"postalAddress":{"addressRegion":"WA","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"Remote","address":{"postalAddress":{"addressCountry":"United States"}}}],"publishedAt":"2026-09-17T16:38:33.062+00:00","isListed":true,"isRemote":null,"workplaceType":null,"address":{"postalAddress":{"postalCode":"10013","addressRegion":"NY","streetAddress":"205 Hudson St, Fl 9","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/headway/8342802b-4ebf-4c36-b878-4d3f2f359b9d","applyUrl":"https://jobs.ashbyhq.com/headway/8342802b-4ebf-4c36-b878-4d3f2f359b9d/application","descriptionHtml":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
One of the most overwhelming parts of finding a therapist comes after you've already shared what you're looking for: asking \"which one of these qualified providers is actually right for me?\" and deciding who to dive deeper with.
You'll design the search results page and the provider cards on it: how results are tiered, what a card says and in what order, how we explain why this person was picked for you, what happens when there are only two options instead of forty. You'll work inside the Patient Onboarding pod with a Staff Product Designer, a PM, an engineering manager, and a researcher, and closely with the team that computes provider relevance.
The work is fast and it is measured. This pod runs live experiments continuously, so you'll see patients respond to your decisions in days. You'll be expected to iterate on a shipped surface for weeks at a time rather than designing something once and handing it off, and to hold a high craft bar while doing it.
Our design team works AI-first. Designers use Claude Code and Cursor to prototype, ideate, and ship improvements to our codebase. We want designers who already work this way and treat AI as a primary part of their practice.
Own design for the patient search results experience: results tiering, provider cards, match explanations, filters and sort, and the sparse and empty states that can dissuade someone from care.
Design and run sustained experiments on a conversion-critical surface: frame the hypothesis, design the variants, read the results, and decide the next iteration.
Shape how a provider's style and experience get expressed to a patient, partnering with the Ranking team on what signal exists and with the Profiles team on where it leads.
Bring a point of view on what search results should become, and turn it into shippable increments with your PM and EM.
Work directly with research and data to understand why patients hesitate, run research yourself when needed, and design for the patient who genuinely does not know what they want yet.
Raise the craft bar on one of Headway's highest-traffic patient surfaces, and evolve our design system where it does not yet meet our needs.
Prototype in code and AI tools so the team can react to something real instead of a static mock.
You have 5-8 Years of experience designing consumer products, with end-to-end ownership of a live surface people use every day.
Your portfolio shows mature, shipped craft on something dense and information-heavy.
You have iterated on a conversion-critical surface over months and can talk honestly about what failed and what worked.
You are comfortable with numbers and skeptical of them: you can say what you'd measure and also what that measure would miss.
You have opinions about what to remove. On a page whose core problem is too much choice, restraint is the craft.
You partner with PM and engineering as peers, share work before it is finished, and hold a position under pressure without getting brittle.
AI tools are already part of how you work. You can say where they helped, where they were wrong, and what you overrode.
Experience with marketplaces, search, discovery surfaces, or healthcare is a bonus rather than a requirement.
Compensation and Benefits:
The expected base pay range for this position is $180,000 - $225,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
","descriptionPlain":"1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.\n\n\n\nBut we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.\n\n\n\nWe're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.\n\n\n\n\nABOUT THE TEAM & ROLE:\n\nOne of the most overwhelming parts of finding a therapist comes after you've already shared what you're looking for: asking \"which one of these qualified providers is actually right for me?\" and deciding who to dive deeper with.\n\nYou'll design the search results page and the provider cards on it: how results are tiered, what a card says and in what order, how we explain why this person was picked for you, what happens when there are only two options instead of forty. You'll work inside the Patient Onboarding pod with a Staff Product Designer, a PM, an engineering manager, and a researcher, and closely with the team that computes provider relevance.\n\nThe work is fast and it is measured. This pod runs live experiments continuously, so you'll see patients respond to your decisions in days. You'll be expected to iterate on a shipped surface for weeks at a time rather than designing something once and handing it off, and to hold a high craft bar while doing it.\n\nOur design team works AI-first. Designers use Claude Code and Cursor to prototype, ideate, and ship improvements to our codebase. We want designers who already work this way and treat AI as a primary part of their practice.\n\n\n\n\nYOU WILL:\n\n - Own design for the patient search results experience: results tiering, provider cards, match explanations, filters and sort, and the sparse and empty states that can dissuade someone from care.\n\n - Design and run sustained experiments on a conversion-critical surface: frame the hypothesis, design the variants, read the results, and decide the next iteration.\n\n - Shape how a provider's style and experience get expressed to a patient, partnering with the Ranking team on what signal exists and with the Profiles team on where it leads.\n\n - Bring a point of view on what search results should become, and turn it into shippable increments with your PM and EM.\n\n - Work directly with research and data to understand why patients hesitate, run research yourself when needed, and design for the patient who genuinely does not know what they want yet.\n\n - Raise the craft bar on one of Headway's highest-traffic patient surfaces, and evolve our design system where it does not yet meet our needs.\n\n - Prototype in code and AI tools so the team can react to something real instead of a static mock.\n\n\nYOU'D BE A GREAT FIT IF:\n\n - You have 5-8 Years of experience designing consumer products, with end-to-end ownership of a live surface people use every day.\n\n - Your portfolio shows mature, shipped craft on something dense and information-heavy.\n\n - You have iterated on a conversion-critical surface over months and can talk honestly about what failed and what worked.\n\n - You are comfortable with numbers and skeptical of them: you can say what you'd measure and also what that measure would miss.\n\n - You have opinions about what to remove. On a page whose core problem is too much choice, restraint is the craft.\n\n - You partner with PM and engineering as peers, share work before it is finished, and hold a position under pressure without getting brittle.\n\n - AI tools are already part of how you work. You can say where they helped, where they were wrong, and what you overrode.\n\n - Experience with marketplaces, search, discovery surfaces, or healthcare is a bonus rather than a requirement.\n\nCompensation and Benefits:\n\nThe expected base pay range for this position is $180,000 - $225,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.\n\nWe are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.\n\n - Benefits offered include:\n \n - Equity compensation\n \n - Medical, Dental, and Vision coverage\n \n - HSA / FSA\n \n - 401K\n \n - Work-from-Home Stipend\n \n - Therapy Reimbursement\n \n - 16-week parental leave for eligible employees\n \n - Carrot Fertility annual reimbursement and membership\n \n - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st\n \n - Flexible PTO\n \n - Employee Assistance Program (EAP)\n \n - Training and professional development\n\n\n\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.\n\n\n\nHeadway participates in E-Verify. To learn more, click here. https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf\n\n\n\nA notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com http://findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam."}],"apiVersion":"1"}