Playground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. Playground has raised millions of dollars in funding, has several Statewide contracts, and is working with thousands of schools across the country. Our founders were recently recognized by Forbes as 30 under 30, and our work has been recognized across the country.
Playground is at an inflection point, growing at a quick pace. Playground is compromised of a team of owners who are not afraid to dive into large, complex projects.
As a Product Designer at Playground, you will be responsible for crafting seamless user interfaces and delivering exceptional user experiences. Your role will involve collaborating with cross-functional teams to design and iterate on products that meet the needs of our users and align with our company's vision.
Design and prototype intuitive, user-friendly interfaces for our digital products.
Collaborate with product management and engineering to define and implement innovative solutions for product direction, visuals, and experience.
Conduct user research and evaluate user feedback to enhance the usability of our products.
Utilize Figma to create high-fidelity designs and prototypes.
Stay up-to-date with the latest UI/UX trends, techniques, and technologies.
5+ years of experience in product design, with a focus on user interface and user experience.
Proficiency in Figma and other design tools.
Strong portfolio showcasing your design work.
Excellent visual design skills with sensitivity to user-system interaction.
Ability to solve problems creatively and effectively.
Up-to-date with the latest UI trends, techniques, and technologies.
The annual salary range for this position is $160,000 - $200,000, subject to standard withholding and applicable taxes
Job level and actual compensation will be decided on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location. The listed range is a guideline, and the range for this role may be modified.
Competitive salary + equity
3 weeks of PTO
Health, vision, and dental benefits
$1200/year education stipend
Free lunch daily
New Macbook
Collaborative and supportive work culture with a high level of autonomy and room for growth
Help accelerate our mission to make excellent childcare accessible to all!
How to Apply: If you're a hustler who's excited to join a mission-driven, early-stage company with ownership, craftsmanship, and empathy at the center of what we do, apply now. The Playground Team is fully in-office in Union Square, NYC. Please make sure you are open to a fully in-person role before applying.
Check out: https://www.tryplayground.com/about to learn more about our journey and co-founders Dan, Josh, and Sasha.
","descriptionPlain":"ABOUT US\n\nPlayground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. Playground has raised millions of dollars in funding, has several Statewide contracts, and is working with thousands of schools across the country. Our founders were recently recognized by Forbes as 30 under 30, and our work has been recognized across the country.\n\nPlayground is at an inflection point, growing at a quick pace. Playground is compromised of a team of owners who are not afraid to dive into large, complex projects.\n\n\n\n\n\nJOB DESCRIPTION\n\nAs a Product Designer at Playground, you will be responsible for crafting seamless user interfaces and delivering exceptional user experiences. Your role will involve collaborating with cross-functional teams to design and iterate on products that meet the needs of our users and align with our company's vision.\n\n\n\n\nRESPONSIBILITIES\n\n - Design and prototype intuitive, user-friendly interfaces for our digital products.\n\n - Collaborate with product management and engineering to define and implement innovative solutions for product direction, visuals, and experience.\n\n - Conduct user research and evaluate user feedback to enhance the usability of our products.\n\n - Utilize Figma to create high-fidelity designs and prototypes.\n\n - Stay up-to-date with the latest UI/UX trends, techniques, and technologies.\n\n\n\n\nQUALIFICATIONS\n\n - 5+ years of experience in product design, with a focus on user interface and user experience.\n\n - Proficiency in Figma and other design tools.\n\n - Strong portfolio showcasing your design work.\n\n - Excellent visual design skills with sensitivity to user-system interaction.\n\n - Ability to solve problems creatively and effectively.\n\n - Up-to-date with the latest UI trends, techniques, and technologies.\n\n\n\n\nCOMPENSATION:\n\n - The annual salary range for this position is $160,000 - $200,000, subject to standard withholding and applicable taxes\n\n - Job level and actual compensation will be decided on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location. The listed range is a guideline, and the range for this role may be modified. \n\n\n\n\nWHY JOIN PLAYGROUND:\n\n - Competitive salary + equity\n\n - 3 weeks of PTO\n\n - Health, vision, and dental benefits\n\n - $1200/year education stipend\n\n - Free lunch daily\n\n - New Macbook\n\n - Collaborative and supportive work culture with a high level of autonomy and room for growth\n\n - Help accelerate our mission to make excellent childcare accessible to all!\n\n\n\nHow to Apply: If you're a hustler who's excited to join a mission-driven, early-stage company with ownership, craftsmanship, and empathy at the center of what we do, apply now. The Playground Team is fully in-office in Union Square, NYC. Please make sure you are open to a fully in-person role before applying. \n\nCheck out: https://www.tryplayground.com/about to learn more about our journey and co-founders Dan, Josh, and Sasha. ","compensation":{"compensationTierSummary":"$160K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$160K - $200K","compensationTiers":[{"id":"05ed4769-5a54-435c-9981-0e648a08bc46","tierSummary":"$160K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"36dc8ca8-d4c1-4855-aa2f-83c747f579fc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"f1b963f6-8a32-4a6f-9cbe-4547b9ba83de","summary":"$160K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":200000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":200000}]}},{"id":"a37b5dc3-6b50-4888-bfe2-43ceb8fe9540","title":"SaaS Account Executive","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Denver, CO","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-15T20:57:21.043+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"postalCode":"80202","addressRegion":"Colorado","streetAddress":"1660 Wynkoop St, Suite 800","addressCountry":"United States","addressLocality":"Denver"}},"jobUrl":"https://jobs.ashbyhq.com/Playground/a37b5dc3-6b50-4888-bfe2-43ceb8fe9540","applyUrl":"https://jobs.ashbyhq.com/Playground/a37b5dc3-6b50-4888-bfe2-43ceb8fe9540/application","descriptionHtml":"About Playground
Playground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. We believe that providers should focus on providing incredible child care — the kind of work that only people can do — and that software should manage the rest. We’re building the child care management platform that eliminates the administrative work of running a center.
Playground is at an inflection point — and poised to grow extremely fast. We recently raised millions of dollars, have several statewide contracts, and are working with thousands of schools across the country. Additionally, our founders were recently honored as Forbes 30 under 30.
We are a team of owners, who are not afraid to dive into large, complex projects. If you are excited by the prospect of helping build out Playground’s sales organization and joining a collaborative, high-growth startup — please apply!
About the Role
As an Account Executive at Playground, you will play a critical role in driving new business and expanding our customer base. You will be responsible for the entire sales cycle, working a pipeline that's roughly 75% qualified leads from our SDR and inbound teams and 25% self-sourced through your own outbound efforts. This role requires a self-starter with a proven track record in B2B sales, who is passionate about technology and thrives in a fast-paced environment. This role is fully in-office at our new Denver office.
What You'll Do
Closing Deals: Take ownership of qualified leads passed on by the SDR team, guiding them through the final stages of the sales process to successful close.
Sales Process Management: Own and manage the entire closing process, from deep discovery to contract negotiation and closing. Develop and execute strategic closing techniques to achieve revenue targets.
Customer Engagement: Build and maintain strong relationships with prospects and clients, understanding their business needs and providing tailored solutions.
Collaboration: Work closely with marketing, product, and customer success teams to refine messaging, improve the sales process, and deliver an outstanding customer experience.
Reporting & Analysis: Maintain accurate records in our CRM system, provide regular updates to management, and contribute to sales forecasting and planning.
Continuous Improvement: Stay up-to-date on industry trends, competitive landscape, and product knowledge to effectively position our offerings in the market.
Mentorship: Act as a player-coach by actively participating in sales activities while mentoring and supporting junior team members in their development.
What You Need
Proven Sales Experience: 1.5 years of experience in B2B sales, with a track record of meeting or exceeding sales quotas. Experience in early childcare is a plus.
Tech-Savvy: Strong understanding of SaaS products and the ability to communicate complex technical concepts to non-technical stakeholders.
Customer-Centric: A deep understanding of customer needs and the ability to provide consultative sales advice that leads to successful outcomes.
Results-Driven: A self-motivated individual who thrives in a high-performance environment and is relentless in pursuing goals.
Excellent Communicator: Strong verbal and written communication skills, with the ability to effectively present and negotiate with senior-level decision-makers.
Collaborative Team Player: Ability to work cross-functionally and contribute to a positive team culture while maintaining a high level of personal accountability.
Adaptable: Comfortable working in a fast-paced, dynamic environment with the ability to quickly pivot when necessary.
Compensation
OTE for this position is $165,000 subject to standard withholding and applicable taxes
Job level and actual compensation will be decided on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location. The listed salary is a guideline, and the salary for this role may be modified.
Why Join Playground
Competitive salary + equity
3 weeks of PTO
Health, vision, and dental benefits
$1200/year education stipend
Free lunch daily
New Macbook
Collaborative and supportive work culture with a high level of autonomy and room for growth
Help accelerate our mission to make excellent childcare accessible to all!
How to Apply
If you're a hustler who's excited to join a mission-driven, early-stage company with ownership, craftsmanship, and empathy at the center of what we do, apply now. This role is fully in-office out of our Denver office. Please make sure you are open to a fully in-person role before applying.
Check out: https://www.tryplayground.com/about to learn more about our journey and co-founders Dan, Josh, and Sasha.
","descriptionPlain":"About Playground\n\nPlayground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. We believe that providers should focus on providing incredible child care — the kind of work that only people can do — and that software should manage the rest. We’re building the child care management platform that eliminates the administrative work of running a center.\n\nPlayground is at an inflection point — and poised to grow extremely fast. We recently raised millions of dollars, have several statewide contracts, and are working with thousands of schools across the country. Additionally, our founders were recently honored as Forbes 30 under 30.\n\nWe are a team of owners, who are not afraid to dive into large, complex projects. If you are excited by the prospect of helping build out Playground’s sales organization and joining a collaborative, high-growth startup — please apply!\n\n\n\nAbout the Role\n\nAs an Account Executive at Playground, you will play a critical role in driving new business and expanding our customer base. You will be responsible for the entire sales cycle, working a pipeline that's roughly 75% qualified leads from our SDR and inbound teams and 25% self-sourced through your own outbound efforts. This role requires a self-starter with a proven track record in B2B sales, who is passionate about technology and thrives in a fast-paced environment. This role is fully in-office at our new Denver office.\n\nWhat You'll Do\n\n - Closing Deals: Take ownership of qualified leads passed on by the SDR team, guiding them through the final stages of the sales process to successful close.\n\n - Sales Process Management: Own and manage the entire closing process, from deep discovery to contract negotiation and closing. Develop and execute strategic closing techniques to achieve revenue targets.\n\n - Customer Engagement: Build and maintain strong relationships with prospects and clients, understanding their business needs and providing tailored solutions.\n\n - Collaboration: Work closely with marketing, product, and customer success teams to refine messaging, improve the sales process, and deliver an outstanding customer experience.\n\n - Reporting & Analysis: Maintain accurate records in our CRM system, provide regular updates to management, and contribute to sales forecasting and planning.\n\n - Continuous Improvement: Stay up-to-date on industry trends, competitive landscape, and product knowledge to effectively position our offerings in the market.\n\n - Mentorship: Act as a player-coach by actively participating in sales activities while mentoring and supporting junior team members in their development.\n\n\n\nWhat You Need\n\n - Proven Sales Experience: 1.5 years of experience in B2B sales, with a track record of meeting or exceeding sales quotas. Experience in early childcare is a plus.\n\n - Tech-Savvy: Strong understanding of SaaS products and the ability to communicate complex technical concepts to non-technical stakeholders.\n\n - Customer-Centric: A deep understanding of customer needs and the ability to provide consultative sales advice that leads to successful outcomes.\n\n - Results-Driven: A self-motivated individual who thrives in a high-performance environment and is relentless in pursuing goals.\n\n - Excellent Communicator: Strong verbal and written communication skills, with the ability to effectively present and negotiate with senior-level decision-makers.\n\n - Collaborative Team Player: Ability to work cross-functionally and contribute to a positive team culture while maintaining a high level of personal accountability.\n\n - Adaptable: Comfortable working in a fast-paced, dynamic environment with the ability to quickly pivot when necessary.\n\nCompensation\n\n - OTE for this position is $165,000 subject to standard withholding and applicable taxes\n\n - Job level and actual compensation will be decided on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location. The listed salary is a guideline, and the salary for this role may be modified.\n\n\n\nWhy Join Playground\n\n - Competitive salary + equity\n\n - 3 weeks of PTO\n\n - Health, vision, and dental benefits\n\n - $1200/year education stipend\n\n - Free lunch daily\n\n - New Macbook\n\n - Collaborative and supportive work culture with a high level of autonomy and room for growth\n\n - Help accelerate our mission to make excellent childcare accessible to all!\n\n\n\nHow to Apply\n\nIf you're a hustler who's excited to join a mission-driven, early-stage company with ownership, craftsmanship, and empathy at the center of what we do, apply now. This role is fully in-office out of our Denver office. Please make sure you are open to a fully in-person role before applying.\n\nCheck out: https://www.tryplayground.com/about to learn more about our journey and co-founders Dan, Josh, and Sasha.","compensation":{"compensationTierSummary":"$155K – $165K • Offers Equity","scrapeableCompensationSalarySummary":"$155K - $165K","compensationTiers":[{"id":"c4eafd9f-99c5-4143-8720-7518e292c3c1","tierSummary":"On Target Earnings $155K – $165K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"9fd51bbe-7d3b-4fd4-bee0-5baf78fcff18","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"661d7cde-7ae4-4288-9ae7-e0286c357d3f","summary":"On Target Earnings $155K – $165K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":155000,"maxValue":165000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":155000,"maxValue":165000}]}},{"id":"a314ccc5-ac2b-45d2-9826-12e57c4000bb","title":"VP of SMB Sales","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Denver, CO","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"postalCode":"10003","addressRegion":"New York","streetAddress":"18 East 16th ","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-04-23T21:10:48.475+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"postalCode":"80202","addressRegion":"Colorado","streetAddress":"1660 WYNKOOP STREET, Suite 800 DENVER, CO 80202.","addressCountry":"United States","addressLocality":"Denver"}},"jobUrl":"https://jobs.ashbyhq.com/Playground/a314ccc5-ac2b-45d2-9826-12e57c4000bb","applyUrl":"https://jobs.ashbyhq.com/Playground/a314ccc5-ac2b-45d2-9826-12e57c4000bb/application","descriptionHtml":"Playground is working to make excellent child care accessible to all. Playground has built best-in-class software to manage all aspects of running a child care business. We believe that providers should focus on delivering incredible care — the kind of work that only people can do — and that software should manage the rest. We’re building the child care management platform that eliminates the administrative burden of operating a center.
Playground is at an inflection point — and poised to grow extremely fast. We’ve recently raised millions in funding, secured several statewide contracts, and are working with thousands of schools across the country. Additionally, our founders were recently honored as Forbes 30 Under 30.
We are a team of owners who are not afraid to dive into large, complex challenges. If you’re excited by the opportunity to scale a high-performing sales organization at a mission-driven, high-growth startup — we’d love to meet you.
Playground is hiring a VP of SMB Sales to own revenue delivery and go-to-market strategy for our SMB segment — including single-location centers, small multi-site operators, and family childcare providers across the country.
This is our largest and fastest-growing segment, and the foundation is working. Your role is to scale it — without breaking what makes it successful.
You’ll operate across three core areas: leading the business, developing your people, and building the systems that allow us to scale. You’ll oversee Regional Directors and SDR leadership, ensuring strong pipeline generation, disciplined execution, and consistent performance across the funnel.
This is a pure leadership role — your success is measured by your team’s success. You’ll report directly to the Head of Sales and act as a key partner on org design, territory planning, pricing strategy, and overall GTM execution.
Own the SMB bookings number, including new ARR, pipeline generation, and forecast accuracy
Run a rigorous operating cadence including weekly forecasts, pipeline reviews, and deal inspections
Drive predictable, repeatable revenue through strong pipeline management and stage discipline
Oversee SDR performance across inbound and outbound, ensuring strong pipeline coverage and conversion
Hire, develop, and retain Regional Directors and support them in building high-performing AE teams
Create a coaching-first culture grounded in call reviews, deal strategy, and continuous development
Design onboarding programs that ramp AEs quickly in a high-velocity sales environment
Set and maintain a high talent bar across all levels of the team
Build clear career pathways from SDR to AE to support long-term talent development
Reinforce a discovery-first, outcome-driven sales methodology across the team
Ensure reps run high-quality discovery calls with clear pain identification and outcome mapping
Elevate demo quality to align with buyer needs and clearly communicate value
Maintain strong competitive positioning through value-based selling
Partner with leadership on territory design, quotas, compensation plans, and capacity planning
Collaborate with Marketing, Product, and Customer Success to improve GTM alignment
Own Salesforce data integrity, pipeline hygiene, and forecasting accuracy
Build and refine the SMB sales playbook including talk tracks, objection handling, and ROI frameworks
Drive adoption of Playground’s integrated payments offering
Partner with Finance and Payments teams to optimize pricing, margins, and positioning
Increase payment attach rates as a key revenue lever alongside SaaS
10+ years of B2B SaaS sales experience, with 6+ years in sales leadership (Director level or above)
Proven experience scaling SMB sales teams (e.g., growing from ~5 to 20+ AEs)
Deep experience in high-velocity, transactional sales environments (2–6 week sales cycles)
Experience with fintech or payments-integrated business models
Strong Salesforce and data-driven management skills
Experience designing comp plans, territories, and capacity models
You’ve built scalable sales infrastructure including onboarding, playbooks, and coaching systems
You think in systems and can diagnose performance issues across people, process, pipeline, and product
You are passionate about discovery-driven selling and coach it consistently
You lead through leverage — developing leaders and elevating entire teams
You bring strong opinions but remain adaptable in a fast-changing environment
Experience in vertical SaaS or high-growth startup environments is a strong plus
High emotional intelligence and ability to build trust quickly
Low ego, high accountability mindset
Strong coaching orientation — you develop people rather than step in for them
Curious and analytical in how you approach problems
Bias for action with the ability to move quickly and iterate
Competitive salary + meaningful equity
3 weeks PTO
Health, vision, and dental benefits
$1,200/year education stipend
Free lunch daily
A strong sales culture with defined methodology and a robust playbook
High-growth environment with significant opportunity for impact and advancement
On-target earnings for this role are $400,000, including base salary and variable compensation. Final compensation will be determined based on experience, impact, and scope.
","descriptionPlain":"ABOUT PLAYGROUND\n\nPlayground is working to make excellent child care accessible to all. Playground has built best-in-class software to manage all aspects of running a child care business. We believe that providers should focus on delivering incredible care — the kind of work that only people can do — and that software should manage the rest. We’re building the child care management platform that eliminates the administrative burden of operating a center.\n\nPlayground is at an inflection point — and poised to grow extremely fast. We’ve recently raised millions in funding, secured several statewide contracts, and are working with thousands of schools across the country. Additionally, our founders were recently honored as Forbes 30 Under 30.\n\nWe are a team of owners who are not afraid to dive into large, complex challenges. If you’re excited by the opportunity to scale a high-performing sales organization at a mission-driven, high-growth startup — we’d love to meet you.\n\n\n\n\nABOUT THE ROLE\n\nPlayground is hiring a VP of SMB Sales to own revenue delivery and go-to-market strategy for our SMB segment — including single-location centers, small multi-site operators, and family childcare providers across the country.\n\nThis is our largest and fastest-growing segment, and the foundation is working. Your role is to scale it — without breaking what makes it successful.\n\nYou’ll operate across three core areas: leading the business, developing your people, and building the systems that allow us to scale. You’ll oversee Regional Directors and SDR leadership, ensuring strong pipeline generation, disciplined execution, and consistent performance across the funnel.\n\nThis is a pure leadership role — your success is measured by your team’s success. You’ll report directly to the Head of Sales and act as a key partner on org design, territory planning, pricing strategy, and overall GTM execution.\n\n\n\n\nWHAT YOU'LL DO\n\n\nOWN REVENUE & PIPELINE\n\n - Own the SMB bookings number, including new ARR, pipeline generation, and forecast accuracy\n\n - Run a rigorous operating cadence including weekly forecasts, pipeline reviews, and deal inspections\n\n - Drive predictable, repeatable revenue through strong pipeline management and stage discipline\n\n - Oversee SDR performance across inbound and outbound, ensuring strong pipeline coverage and conversion\n\n\nBUILD AND LEAD HIGH-PERFORMING TEAMS\n\n - Hire, develop, and retain Regional Directors and support them in building high-performing AE teams\n\n - Create a coaching-first culture grounded in call reviews, deal strategy, and continuous development\n\n - Design onboarding programs that ramp AEs quickly in a high-velocity sales environment\n\n - Set and maintain a high talent bar across all levels of the team\n\n - Build clear career pathways from SDR to AE to support long-term talent development\n\n\nDRIVE SALES STRATEGY & EXECUTION\n\n - Reinforce a discovery-first, outcome-driven sales methodology across the team\n\n - Ensure reps run high-quality discovery calls with clear pain identification and outcome mapping\n\n - Elevate demo quality to align with buyer needs and clearly communicate value\n\n - Maintain strong competitive positioning through value-based selling\n\n\nLEAD GTM & OPERATIONAL EXCELLENCE\n\n - Partner with leadership on territory design, quotas, compensation plans, and capacity planning\n\n - Collaborate with Marketing, Product, and Customer Success to improve GTM alignment\n\n - Own Salesforce data integrity, pipeline hygiene, and forecasting accuracy\n\n - Build and refine the SMB sales playbook including talk tracks, objection handling, and ROI frameworks\n\n\nSUPPORT PAYMENTS & REVENUE EXPANSION\n\n - Drive adoption of Playground’s integrated payments offering\n\n - Partner with Finance and Payments teams to optimize pricing, margins, and positioning\n\n - Increase payment attach rates as a key revenue lever alongside SaaS\n\n\n\n\nWHAT YOU NEED\n\n - 10+ years of B2B SaaS sales experience, with 6+ years in sales leadership (Director level or above)\n\n - Proven experience scaling SMB sales teams (e.g., growing from ~5 to 20+ AEs)\n\n - Deep experience in high-velocity, transactional sales environments (2–6 week sales cycles)\n\n - Experience with fintech or payments-integrated business models\n\n - Strong Salesforce and data-driven management skills\n\n - Experience designing comp plans, territories, and capacity models\n\n\n\n\nWHAT MAKES A GREAT FIT\n\n - You’ve built scalable sales infrastructure including onboarding, playbooks, and coaching systems\n\n - You think in systems and can diagnose performance issues across people, process, pipeline, and product\n\n - You are passionate about discovery-driven selling and coach it consistently\n\n - You lead through leverage — developing leaders and elevating entire teams\n\n - You bring strong opinions but remain adaptable in a fast-changing environment\n\n - Experience in vertical SaaS or high-growth startup environments is a strong plus\n\n\n\n\nLEADERSHIP TRAITS\n\n - High emotional intelligence and ability to build trust quickly\n\n - Low ego, high accountability mindset\n\n - Strong coaching orientation — you develop people rather than step in for them\n\n - Curious and analytical in how you approach problems\n\n - Bias for action with the ability to move quickly and iterate\n\n\n\n\nWHY JOIN PLAYGROUND\n\n - Competitive salary + meaningful equity\n\n - 3 weeks PTO\n\n - Health, vision, and dental benefits\n\n - $1,200/year education stipend\n\n - Free lunch daily\n\n - A strong sales culture with defined methodology and a robust playbook\n\n - High-growth environment with significant opportunity for impact and advancement\n\n\n\n\nCOMPENSATION\n\nOn-target earnings for this role are $400,000, including base salary and variable compensation. Final compensation will be determined based on experience, impact, and scope.\n\n","compensation":{"compensationTierSummary":"$400K • Offers Equity","scrapeableCompensationSalarySummary":"$400K","compensationTiers":[{"id":"78f9bd15-b32c-4930-974c-bc5dc8eb1592","tierSummary":"$400K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"9e2fed48-f135-488b-86d2-62e020126155","summary":"$400K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":400000,"maxValue":400000},{"id":"b894cfa8-185d-43b5-80c7-9b318c11f7b8","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":400000,"maxValue":400000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"4a93c13a-a270-4772-9399-9ba5804f97a6","title":"Senior/Staff Full Stack Engineer","department":"Engineering","team":"Engineering","employmentType":"FullTime","location":"New York, NY","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-21T12:52:14.766+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"postalCode":"10003","addressRegion":"New York","streetAddress":"18 East 16th ","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/Playground/4a93c13a-a270-4772-9399-9ba5804f97a6","applyUrl":"https://jobs.ashbyhq.com/Playground/4a93c13a-a270-4772-9399-9ba5804f97a6/application","descriptionHtml":"About Playground
Playground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. Playground has raised millions of dollars in funding, has several Statewide contracts, and is working with thousands of schools across the country. Our founders were recently recognized by Forbes as 30 under 30, and our work has been recognized across the country.
Playground is at an inflection point, growing at a quick pace, and we are looking to expand our engineering team as quickly as possible. Playground is a team of owners who are not afraid to dive into large, complex projects.
Job Description
As part of Playground's engineering team, you will be responsible for building new products from zero-to-one across the full stack, from the APIs and backend services that power our platform, to the frontend experiences that delight our users. You'll play a critical role in shaping the future of child care, working directly on products relied on by thousands of child care businesses, agencies, and government organizations.
This role spans the entire stack. You'll own projects end-to-end: designing and scaling core backend systems, building performant and maintainable frontend features, and everything in between. We're looking for self-starters who thrive on ownership, operate with urgency, and are excited to use modern AI coding tools to dramatically increase their leverage and output.
Responsibilities
Collaborate with a cross-functional team to design and build features end to end with a strong focus on customer needs and product impact
Write clean, maintainable, and efficient code across the stack — React and TypeScript on the frontend, Node.js and Express on the backend.
Lead the design and delivery of mission-critical backend APIs and services, with a focus on performance, security, and long-term maintainability.
Build and improve frontend features in our web app, contributing to a best-in-class user experience for thousands of child care businesses
Participate in code reviews to maintain code quality and share knowledge across the team.
Interact directly with customers to gather feedback and understand their needs.
Proactively identify technical debt and drive improvements across both frontend and backend architecture.
Requirements
5+ years of experience in full stack or software development, with meaningful exposure to both frontend and backend technologies.
Proficiency in React and TypeScript (or JavaScript) on the frontend.
Strong proficiency in Node.js and Express (or similar backend frameworks).
Experience designing and maintaining RESTful APIs in production environments.
Strong experience operating systems in the cloud (GCP preferred but not essential), including infrastructure, performance tuning, and reliability best practices.
Ability to ship quickly and focus on work that has the highest impact
Strong problem-solving skills, attention to detail, and excellent communication abilities.
Demonstrated ownership of high-impact, complex projects from concept to reality.
Compensation
The annual salary range for this position is $170,000 – $270,000, subject to standard withholding and applicable taxes.
Job level and actual compensation will be decided on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location. The listed range is a guideline, and the range for this role may be modified.
Competitive salary + equity
3 weeks of PTO
Health, vision, and dental benefits
$1200/year education stipend
Free lunch daily
New MacBook
Collaborative and supportive work culture with a high level of autonomy and room for growth
Help accelerate our mission to make excellent child care accessible to all!
How to Apply
If you're excited to join a mission-driven, early-stage company where ownership, craftsmanship, and empathy are at the center of what we do, apply now. The Playground Team is fully in-office in Union Square, NYC. Please ensure you are open to a fully in-person role before applying.
Check out our journey to learn more about our co-founders Dan, Josh, and Sasha.
","descriptionPlain":"About Playground\n\nPlayground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. Playground has raised millions of dollars in funding, has several Statewide contracts, and is working with thousands of schools across the country. Our founders were recently recognized by Forbes as 30 under 30, and our work has been recognized across the country.\n\nPlayground is at an inflection point, growing at a quick pace, and we are looking to expand our engineering team as quickly as possible. Playground is a team of owners who are not afraid to dive into large, complex projects.\n\nJob Description\n\nAs part of Playground's engineering team, you will be responsible for building new products from zero-to-one across the full stack, from the APIs and backend services that power our platform, to the frontend experiences that delight our users. You'll play a critical role in shaping the future of child care, working directly on products relied on by thousands of child care businesses, agencies, and government organizations.\n\nThis role spans the entire stack. You'll own projects end-to-end: designing and scaling core backend systems, building performant and maintainable frontend features, and everything in between. We're looking for self-starters who thrive on ownership, operate with urgency, and are excited to use modern AI coding tools to dramatically increase their leverage and output.\n\nResponsibilities\n\n - Collaborate with a cross-functional team to design and build features end to end with a strong focus on customer needs and product impact\n\n - Write clean, maintainable, and efficient code across the stack — React and TypeScript on the frontend, Node.js and Express on the backend.\n\n - Lead the design and delivery of mission-critical backend APIs and services, with a focus on performance, security, and long-term maintainability.\n\n - Build and improve frontend features in our web app, contributing to a best-in-class user experience for thousands of child care businesses\n\n - Participate in code reviews to maintain code quality and share knowledge across the team.\n\n - Interact directly with customers to gather feedback and understand their needs.\n\n - Proactively identify technical debt and drive improvements across both frontend and backend architecture.\n\nRequirements\n\n - 5+ years of experience in full stack or software development, with meaningful exposure to both frontend and backend technologies.\n\n - Proficiency in React and TypeScript (or JavaScript) on the frontend.\n\n - Strong proficiency in Node.js and Express (or similar backend frameworks).\n\n - Experience designing and maintaining RESTful APIs in production environments.\n\n - Strong experience operating systems in the cloud (GCP preferred but not essential), including infrastructure, performance tuning, and reliability best practices.\n\n - Ability to ship quickly and focus on work that has the highest impact\n\n - Strong problem-solving skills, attention to detail, and excellent communication abilities.\n\n - Demonstrated ownership of high-impact, complex projects from concept to reality.\n\nCompensation\n\n - The annual salary range for this position is $170,000 – $270,000, subject to standard withholding and applicable taxes.\n\n - Job level and actual compensation will be decided on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location. The listed range is a guideline, and the range for this role may be modified.\n\n\nWHY JOIN PLAYGROUND\n\n - Competitive salary + equity\n\n - 3 weeks of PTO\n\n - Health, vision, and dental benefits\n\n - $1200/year education stipend\n\n - Free lunch daily\n\n - New MacBook\n\n - Collaborative and supportive work culture with a high level of autonomy and room for growth\n\n - Help accelerate our mission to make excellent child care accessible to all!\n\nHow to Apply\nIf you're excited to join a mission-driven, early-stage company where ownership, craftsmanship, and empathy are at the center of what we do, apply now. The Playground Team is fully in-office in Union Square, NYC. Please ensure you are open to a fully in-person role before applying.\n\nCheck out our journey https://www.tryplayground.com/about to learn more about our co-founders Dan, Josh, and Sasha.","compensation":{"compensationTierSummary":"$170K – $270K • Offers Equity","scrapeableCompensationSalarySummary":"$170K - $270K","compensationTiers":[{"id":"95eb2fa8-5f4a-4f30-842f-75cf29ff6c5e","tierSummary":"$170K – $270K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"2a29cf3d-c74c-4589-bf73-f6ab7f9db6d1","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"843dad60-da59-4524-8c8c-31f191d94d46","summary":"$170K – $270K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":270000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":270000}]}},{"id":"141ed3e8-16bf-4a0a-97d1-436423f9230f","title":"Staff Product Designer","department":"Product","team":"Product","employmentType":"FullTime","location":"New York City","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-21T12:52:07.422+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}},"jobUrl":"https://jobs.ashbyhq.com/Playground/141ed3e8-16bf-4a0a-97d1-436423f9230f","applyUrl":"https://jobs.ashbyhq.com/Playground/141ed3e8-16bf-4a0a-97d1-436423f9230f/application","descriptionHtml":"Playground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. Playground has raised millions of dollars in funding, has several Statewide contracts, and is working with thousands of schools across the country. Our founders were recently recognized by Forbes as 30 under 30, and our work has been recognized across the country.
Playground is at an inflection point, growing at a quick pace. Playground is compromised of a team of owners who are not afraid to dive into large, complex projects.
As a Staff Product Designer at Playground, you will be responsible for crafting seamless user interfaces and delivering exceptional user experiences. Your role will involve collaborating with cross-functional teams to design and iterate on products that meet the needs of our users and align with our company's vision.
Design and prototype intuitive, user-friendly interfaces for our digital products.
Collaborate with product management and engineering to define and implement innovative solutions for product direction, visuals, and experience.
Conduct user research and evaluate user feedback to enhance the usability of our products.
Utilize Figma to create high-fidelity designs and prototypes.
Stay up-to-date with the latest UI/UX trends, techniques, and technologies.
8+ years of experience in product design, with a focus on user interface and user experience.
Proficiency in Figma and other design tools.
Strong portfolio showcasing your design work.
Excellent visual design skills with sensitivity to user-system interaction.
Ability to solve problems creatively and effectively.
Up-to-date with the latest UI trends, techniques, and technologies.
The annual salary range for this position is $200,000 - $240,000, subject to standard withholding and applicable taxes
Job level and actual compensation will be decided on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location. The listed range is a guideline, and the range for this role may be modified.
Competitive salary + equity
3 weeks of PTO
Health, vision, and dental benefits
$1200/year education stipend
Free lunch daily
New Macbook
Collaborative and supportive work culture with a high level of autonomy and room for growth
Help accelerate our mission to make excellent childcare accessible to all!
How to Apply: If you're a hustler who's excited to join a mission-driven, early-stage company with ownership, craftsmanship, and empathy at the center of what we do, apply now. The Playground Team is fully in-office in Union Square, NYC. Please make sure you are open to a fully in-person role before applying.
Check out: https://www.tryplayground.com/about to learn more about our journey and co-founders Dan, Josh, and Sasha.
","descriptionPlain":"ABOUT US\n\nPlayground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. Playground has raised millions of dollars in funding, has several Statewide contracts, and is working with thousands of schools across the country. Our founders were recently recognized by Forbes as 30 under 30, and our work has been recognized across the country.\n\nPlayground is at an inflection point, growing at a quick pace. Playground is compromised of a team of owners who are not afraid to dive into large, complex projects.\n\n\nJOB DESCRIPTION\n\nAs a Staff Product Designer at Playground, you will be responsible for crafting seamless user interfaces and delivering exceptional user experiences. Your role will involve collaborating with cross-functional teams to design and iterate on products that meet the needs of our users and align with our company's vision.\n\n\n\n\nRESPONSIBILITIES\n\n - Design and prototype intuitive, user-friendly interfaces for our digital products.\n\n - Collaborate with product management and engineering to define and implement innovative solutions for product direction, visuals, and experience.\n\n - Conduct user research and evaluate user feedback to enhance the usability of our products.\n\n - Utilize Figma to create high-fidelity designs and prototypes.\n\n - Stay up-to-date with the latest UI/UX trends, techniques, and technologies.\n\n\nQUALIFICATIONS\n\n - 8+ years of experience in product design, with a focus on user interface and user experience.\n\n - Proficiency in Figma and other design tools.\n\n - Strong portfolio showcasing your design work.\n\n - Excellent visual design skills with sensitivity to user-system interaction.\n\n - Ability to solve problems creatively and effectively.\n\n - Up-to-date with the latest UI trends, techniques, and technologies.\n\n\n\n\nCOMPENSATION:\n\n - The annual salary range for this position is $200,000 - $240,000, subject to standard withholding and applicable taxes\n\n - Job level and actual compensation will be decided on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location. The listed range is a guideline, and the range for this role may be modified. \n\n\nWHY JOIN PLAYGROUND:\n\n - Competitive salary + equity\n\n - 3 weeks of PTO\n\n - Health, vision, and dental benefits\n\n - $1200/year education stipend\n\n - Free lunch daily\n\n - New Macbook\n\n - Collaborative and supportive work culture with a high level of autonomy and room for growth\n\n - Help accelerate our mission to make excellent childcare accessible to all!\n\nHow to Apply: If you're a hustler who's excited to join a mission-driven, early-stage company with ownership, craftsmanship, and empathy at the center of what we do, apply now. The Playground Team is fully in-office in Union Square, NYC. Please make sure you are open to a fully in-person role before applying. \n\nCheck out: https://www.tryplayground.com/about to learn more about our journey and co-founders Dan, Josh, and Sasha. ","compensation":{"compensationTierSummary":"$200K – $240K • Offers Equity","scrapeableCompensationSalarySummary":"$200K - $240K","compensationTiers":[{"id":"b73c16c8-7b91-4773-ae09-c19dea353582","tierSummary":"$200K – $240K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"0ad783fc-bbd1-4b50-800e-0daa9dde161e","summary":"$200K – $240K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":240000},{"id":"35acf769-011d-438a-8408-5415f821a835","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":240000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"87721a6e-9bdd-4a6f-91a3-d91418baaf80","title":"Staff Software Engineer ","department":"Engineering","team":"Engineering","employmentType":"FullTime","location":"New York City","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-21T12:52:01.313+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}},"jobUrl":"https://jobs.ashbyhq.com/Playground/87721a6e-9bdd-4a6f-91a3-d91418baaf80","applyUrl":"https://jobs.ashbyhq.com/Playground/87721a6e-9bdd-4a6f-91a3-d91418baaf80/application","descriptionHtml":"Playground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. Playground has raised millions of dollars in funding, has several Statewide contracts, and is working with thousands of schools across the country. Our founders were recently recognized by Forbes as 30 under 30, and our work has been recognized across the country.
Playground is at an inflection point, growing at a quick pace, and we are looking to expand our engineering team as quickly as possible. Playground is compromised of a team of owners who are not afraid to dive into large, complex projects.
As part of Playground's engineering team, you will be responsible for building and maintaining critical infrastructure that ensures our platform remains scalable, secure, and high-performing. You will play a crucial role in shaping the future of child care technology by improving system uptime, deployment efficiency, security, and developer tooling. We're looking for self-starters who thrive in taking projects from concept to reality, often working independently with high ownership.
Collaborate with a cross-functional team to enhance deployment pipelines, security measures, and infrastructure scalability.
Optimize Vite configurations to improve build times, reduce bundle sizes, and enhance the developer experience.
Ensure robust separation between development, staging, and production environments while maintaining the ability to debug critical issues.
Implement and maintain a centralized queryable logging system that allows engineers and support teams to efficiently debug and analyze system behavior.
Improve and maintain real-time service uptime monitoring and alerts using tools such as Google Cloud Monitoring, PostHog, Sentry, or similar platforms.
Maintain and improve internal developer tools to enhance productivity, including CI/CD automation and workflow enhancements.
Ensure compliance with security best practices across deployment and infrastructure processes.
Write and maintain clear, accessible documentation for configurations, processes, and best practices.
5+ years of experience in infrastructure, DevOps, or software engineering focused on frontend systems.
Must be proficient in React
Proficiency with modern deployment tools and CI/CD pipelines.
Strong experience with Vite, monorepos, and optimizing frontend build tools.
Experience working with logging and monitoring solutions such as Sentry, Datadog, or Google Cloud Monitoring.
Deep understanding of security best practices and infrastructure resilience.
Strong problem-solving skills and ability to work in a fast-paced environment.
Excellent communication and collaboration skills.
Competitive salary + equity
3 weeks of PTO
Health, vision, and dental benefits
$1200/year education stipend
Free lunch daily
New MacBook
Collaborative and supportive work culture with a high level of autonomy and room for growth
Help accelerate our mission to make excellent child care accessible to all!
How to Apply
If you're excited to join a mission-driven, early-stage company where ownership, craftsmanship, and empathy are at the center of what we do, apply now. The Playground Team is fully in-office in Union Square, NYC. Please ensure you are open to a fully in-person role before applying.
Check out our journey to learn more about our co-founders Dan, Josh, and Sasha.
","descriptionPlain":"COMPANY OVERVIEW\n\nPlayground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. Playground has raised millions of dollars in funding, has several Statewide contracts, and is working with thousands of schools across the country. Our founders were recently recognized by Forbes as 30 under 30, and our work has been recognized across the country.\n\nPlayground is at an inflection point, growing at a quick pace, and we are looking to expand our engineering team as quickly as possible. Playground is compromised of a team of owners who are not afraid to dive into large, complex projects.\n\n\n\n\nJOB DESCRIPTION\n\nAs part of Playground's engineering team, you will be responsible for building and maintaining critical infrastructure that ensures our platform remains scalable, secure, and high-performing. You will play a crucial role in shaping the future of child care technology by improving system uptime, deployment efficiency, security, and developer tooling. We're looking for self-starters who thrive in taking projects from concept to reality, often working independently with high ownership.\n\n\n\n\n\nRESPONSIBILITIES\n\n - Collaborate with a cross-functional team to enhance deployment pipelines, security measures, and infrastructure scalability.\n\n - Optimize Vite configurations to improve build times, reduce bundle sizes, and enhance the developer experience.\n\n - Ensure robust separation between development, staging, and production environments while maintaining the ability to debug critical issues.\n\n - Implement and maintain a centralized queryable logging system that allows engineers and support teams to efficiently debug and analyze system behavior.\n\n - Improve and maintain real-time service uptime monitoring and alerts using tools such as Google Cloud Monitoring, PostHog, Sentry, or similar platforms.\n\n - Maintain and improve internal developer tools to enhance productivity, including CI/CD automation and workflow enhancements.\n\n - Ensure compliance with security best practices across deployment and infrastructure processes.\n\n - Write and maintain clear, accessible documentation for configurations, processes, and best practices.\n\n\n\n\nREQUIREMENTS\n\n - 5+ years of experience in infrastructure, DevOps, or software engineering focused on frontend systems.\n\n - Must be proficient in React\n\n - Proficiency with modern deployment tools and CI/CD pipelines.\n\n - Strong experience with Vite, monorepos, and optimizing frontend build tools.\n\n - Experience working with logging and monitoring solutions such as Sentry, Datadog, or Google Cloud Monitoring.\n\n - Deep understanding of security best practices and infrastructure resilience.\n\n - Strong problem-solving skills and ability to work in a fast-paced environment.\n\n - Excellent communication and collaboration skills.\n\n\n\n\nWHY JOIN PLAYGROUND\n\n - Competitive salary + equity\n\n - 3 weeks of PTO\n\n - Health, vision, and dental benefits\n\n - $1200/year education stipend\n\n - Free lunch daily\n\n - New MacBook\n\n - Collaborative and supportive work culture with a high level of autonomy and room for growth\n\n - Help accelerate our mission to make excellent child care accessible to all!\n\n\n\nHow to Apply\nIf you're excited to join a mission-driven, early-stage company where ownership, craftsmanship, and empathy are at the center of what we do, apply now. The Playground Team is fully in-office in Union Square, NYC. Please ensure you are open to a fully in-person role before applying.\n\nCheck out our journey https://www.tryplayground.com/about to learn more about our co-founders Dan, Josh, and Sasha.","compensation":{"compensationTierSummary":"$250K – $300K","scrapeableCompensationSalarySummary":"$250K - $300K","compensationTiers":[{"id":"0d461a3f-964a-4011-a702-a0f264adf629","tierSummary":"$250K – $300K","title":null,"additionalInformation":null,"components":[{"id":"b180b182-ba84-486c-8b69-5ce0271d2ee2","summary":"$250K – $300K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":250000,"maxValue":300000}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":250000,"maxValue":300000}]}},{"id":"7f4157b8-49dd-41bc-b172-223708328724","title":"Staff/Senior Product Manager, Payments ","department":"Product","team":"Product","employmentType":"FullTime","location":"New York, NY","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-26T13:14:39.537+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"postalCode":"10003","addressRegion":"New York","streetAddress":"18 East 16th ","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/Playground/7f4157b8-49dd-41bc-b172-223708328724","applyUrl":"https://jobs.ashbyhq.com/Playground/7f4157b8-49dd-41bc-b172-223708328724/application","descriptionHtml":"About Playground
Playground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. Playground has raised millions of dollars in funding, has several Statewide contracts, and is working with thousands of schools across the country. Our founders were recently recognized by Forbes as 30 under 30, and our work has been recognized across the country.
Playground is at an inflection point, growing at a quick pace, and we are looking to expand our Product team as quickly as possible. Playground is a team of owners who are not afraid to dive into large, complex projects.
Job Description
We're looking for someone who came up through engineering, understands how systems are built, and has the scar tissue from owning a product end-to-end at a fast-moving company. You'll be the connective tissue between Engineering, Product, CS, Onboarding, and Sales cutting through the noise of competing priorities to identify what actually matters for our users and drive it to completion.
Responsibilities
Own core product areas end-to-end, from discovery through delivery and iteration
Deeply understand the childcare industry, our users (childcare providers and parents/guardians), and the problems they face
Communicate directly with users through calls, chats, research, and feedback loops
Synthesize feedback from customer-facing teams (CS, Onboarding, Sales) into a clear, prioritized roadmap that reflects what matters most across our customer base and business
Partner closely with Engineering to translate customer and business needs into well-scoped, technically grounded specs
Operate as the connective tissue across teams — you'll be the person who keeps everyone aligned and moving
Make hard prioritization calls and defend them with data and customer insight
Proactively identify gaps in product experience and drive improvements without waiting to be asked
Own the payments roadmap end-to-end: transaction flows, billing, payouts, reconciliation, and compliance
Partner with Engineering on payment infrastructure decisions (processors, rails, ledger design, fraud/risk tradeoffs)
Requirements
6-10+ years of PM experience, with 3+ years specifically owning payments products in B2B SaaS or FinTech
Deep working knowledge of payment processing, transaction lifecycles, and reconciliation
Experience working with payment processors/PSPs (Stripe, Adyen, etc.) and understanding of interchange, chargebacks, and settlement
Technical background — prior software engineering experience or a degree in a technical discipline (CS, engineering, or similar)
Proven ability to deeply understand engineering systems, architecture decisions, and technical tradeoffs without needing to write the code
Experience owning a significant product or function at a startup, with real accountability for outcomes
Strong prioritization instincts — you've managed a flood of inbound requests and know how to say no clearly and credibly
Excellent communication skills across technical and non-technical audiences
Nice To Have
B2B SaaS or FinTech experience
Former founder or a long history of launched side projects
Background in childcare, education, or a related vertical
Compensation
The annual salary range for this position is $170,000–$250,000 base, subject to standard withholding and applicable taxes.
Job level and actual compensation will be decided on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location. The listed range is a guideline, and the range for this role may be modified.
Competitive salary + equity
3 weeks of PTO
Health, vision, and dental benefits
$1200/year education stipend
Free lunch daily
New MacBook
Collaborative and supportive work culture with a high level of autonomy and room for growth
Help accelerate our mission to make excellent child care accessible to all!
How to Apply
If you're excited to join a mission-driven, early-stage company where ownership, craftsmanship, and empathy are at the center of what we do, apply now. The Playground Team is fully in-office in Union Square, NYC. Please ensure you are open to a fully in-person role before applying.
Check out our journey to learn more about our co-founders Dan, Josh, and Sasha.
","descriptionPlain":"About Playground\n\nPlayground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. Playground has raised millions of dollars in funding, has several Statewide contracts, and is working with thousands of schools across the country. Our founders were recently recognized by Forbes as 30 under 30, and our work has been recognized across the country.\n\nPlayground is at an inflection point, growing at a quick pace, and we are looking to expand our Product team as quickly as possible. Playground is a team of owners who are not afraid to dive into large, complex projects.\n\nJob Description\n\nWe're looking for someone who came up through engineering, understands how systems are built, and has the scar tissue from owning a product end-to-end at a fast-moving company. You'll be the connective tissue between Engineering, Product, CS, Onboarding, and Sales cutting through the noise of competing priorities to identify what actually matters for our users and drive it to completion.\n\nResponsibilities\n\n - Own core product areas end-to-end, from discovery through delivery and iteration\n\n - Deeply understand the childcare industry, our users (childcare providers and parents/guardians), and the problems they face\n\n - Communicate directly with users through calls, chats, research, and feedback loops\n\n - Synthesize feedback from customer-facing teams (CS, Onboarding, Sales) into a clear, prioritized roadmap that reflects what matters most across our customer base and business\n\n - Partner closely with Engineering to translate customer and business needs into well-scoped, technically grounded specs\n\n - Operate as the connective tissue across teams — you'll be the person who keeps everyone aligned and moving\n\n - Make hard prioritization calls and defend them with data and customer insight\n\n - Proactively identify gaps in product experience and drive improvements without waiting to be asked\n\n - Own the payments roadmap end-to-end: transaction flows, billing, payouts, reconciliation, and compliance\n\n - Partner with Engineering on payment infrastructure decisions (processors, rails, ledger design, fraud/risk tradeoffs)\n\nRequirements\n\n - 6-10+ years of PM experience, with 3+ years specifically owning payments products in B2B SaaS or FinTech\n\n - Deep working knowledge of payment processing, transaction lifecycles, and reconciliation\n\n - Experience working with payment processors/PSPs (Stripe, Adyen, etc.) and understanding of interchange, chargebacks, and settlement\n\n - Technical background — prior software engineering experience or a degree in a technical discipline (CS, engineering, or similar)\n\n - Proven ability to deeply understand engineering systems, architecture decisions, and technical tradeoffs without needing to write the code\n\n - Experience owning a significant product or function at a startup, with real accountability for outcomes\n\n - Strong prioritization instincts — you've managed a flood of inbound requests and know how to say no clearly and credibly\n\n - Excellent communication skills across technical and non-technical audiences\n\nNice To Have\n\n - B2B SaaS or FinTech experience\n\n - Former founder or a long history of launched side projects\n\n - Background in childcare, education, or a related vertical\n\nCompensation\n\n - The annual salary range for this position is $170,000–$250,000 base, subject to standard withholding and applicable taxes.\n\n - Job level and actual compensation will be decided on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location. The listed range is a guideline, and the range for this role may be modified.\n\n\nWHY JOIN PLAYGROUND\n\n - Competitive salary + equity\n\n - 3 weeks of PTO\n\n - Health, vision, and dental benefits\n\n - $1200/year education stipend\n\n - Free lunch daily\n\n - New MacBook\n\n - Collaborative and supportive work culture with a high level of autonomy and room for growth\n\n - Help accelerate our mission to make excellent child care accessible to all!\n\nHow to Apply\nIf you're excited to join a mission-driven, early-stage company where ownership, craftsmanship, and empathy are at the center of what we do, apply now. The Playground Team is fully in-office in Union Square, NYC. Please ensure you are open to a fully in-person role before applying.\n\nCheck out our journey https://www.tryplayground.com/about to learn more about our co-founders Dan, Josh, and Sasha.","compensation":{"compensationTierSummary":"$170K – $250K • Offers Equity","scrapeableCompensationSalarySummary":"$170K - $250K","compensationTiers":[{"id":"e1c22ae5-0820-40e2-a43a-2905686c9efb","tierSummary":"$170K – $250K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"0086be3b-dc5f-472b-a3eb-a66b728c4885","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"7c72ad22-1b66-4654-955d-a36a8e08fbaf","summary":"$170K – $250K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":250000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":250000}]}},{"id":"381c4664-6c2a-4b5f-a666-0008158b5abd","title":"Product Quality Analyst","department":"Product","team":"Product","employmentType":"FullTime","location":"New York, NY","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-09-09T18:42:00.726+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"postalCode":"10003","addressRegion":"New York","streetAddress":"18 East 16th ","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/Playground/381c4664-6c2a-4b5f-a666-0008158b5abd","applyUrl":"https://jobs.ashbyhq.com/Playground/381c4664-6c2a-4b5f-a666-0008158b5abd/application","descriptionHtml":"About Playground
Playground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. Playground has raised millions of dollars in funding, has several Statewide contracts, and is working with thousands of schools across the country. Our founders were recently recognized by Forbes as 30 under 30, and our work has been recognized across the country.
Playground is at an inflection point, growing at a quick pace, and we are looking to expand our Product team as quickly as possible. Playground is a team of owners who are not afraid to dive into large, complex projects.
Job Description
As part of Playground’s Product team, you will be responsible for helping ensure the quality, reliability, and usability of the products relied on by thousands of child care businesses, agencies, and government organizations. You’ll play a critical role in catching issues before they reach customers, validating that new features work as intended, and helping our engineering and product teams ship with confidence.
This role sits at the intersection of product, engineering, and customer experience. You’ll test new features, reproduce and document bugs, validate fixes, build and and use your product knowledge to identify edge cases that others may miss. We’re looking for a detail oriented self-starter who takes ownership, communicates clearly, and is excited to help raise the quality bar across the product as we continue to grow.
Responsibilities
Manually test new features built by engineers, with a focus on edge cases, unexpected user behavior, and regressions in adjacent areas of the product
Read and interpret product requirements to validate that what's built matches what was intended
Surface bugs clearly and concisely in our ticketing system (Linear) with enough context for engineers to act fast
Work cross-functionally with Engineering and Product throughout the development cycle
Develop a deep understanding of the Playground product to spot when something feels off, even when it's technically \"working\"
Requirements
1-2 years of experience in a role touching the product development or software delivery lifecycle — QA, product ops, implementation, or similar
Familiarity with how software gets built and shipped — you understand what a ticket is, what a sprint is, and how a feature goes from idea to production
Experience with a ticketing or project management tool (Linear, Jira, or similar)
Strong attention to detail and a natural instinct to poke at things until they break
Clear written communication — you can describe a bug in a way that's actionable, not ambiguous
We'll also consider strong new grads who have internship or project experience in a product or engineering environment and can demonstrate genuine curiosity about how software works.
Nice to Have
Experience at a startup or fast-moving team
Exposure to B2B SaaS products
Familiarity with childcare, education, or government software
Compensation
The annual salary range for this position is $60,000 – $75,000, subject to standard withholding and applicable taxes.
Job level and actual compensation will be decided on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location. The listed range is a guideline, and the range for this role may be modified.
Competitive salary + equity
3 weeks of PTO
Health, vision, and dental benefits
$1200/year education stipend
Free lunch daily
MacBook
Collaborative and supportive work culture with a high level of autonomy and room for growth
Help accelerate our mission to make excellent child care accessible to all!
Playground is working to make excellent child care accessible to all. Playground has built best-in-class software to manage all aspects of running a child care business. We believe providers should focus on providing incredible child care — the kind of work that only people can do — and that software should manage the rest. We’re building the child care management platform that eliminates the administrative work of running a center.
Playground is at an inflection point — and poised to grow extremely fast. We recently raised millions of dollars, have several statewide contracts, and are working with thousands of schools across the country. Additionally, our founders were recently honored as Forbes 30 Under 30.
We are a team of owners who are not afraid to dive into large, complex problems. If you're excited by the opportunity to shape how one of the fastest-growing companies in child care reaches its customers — and want meaningful ownership over growth and demand generation — please apply!
Join Playground's Marketing team as our Growth & Demand Gen Lead and own where and when we reach our buyers.
This is a highly strategic, hands-on role focused on identifying, testing, and scaling new ways to generate demand and pipeline. You'll evaluate where we should invest across events, partnerships, outbound and inbound programs, while building a rigorous framework for testing channels we haven't proven yet.
The ideal candidate is someone who doesn't just execute an existing playbook — they build the playbook. You'll bring strong revenue judgment, turn ambiguous opportunities into measurable experiments, and know when to kill, iterate, or double down on a program.
This role will also help influence the day-to-day priorities of a Senior Paid Media Specialist and two marketing coordinators, while remaining an individual contributor for at least the first six months.
Own Outreach Investment Strategy: Decide where we should invest time and budget across events, partnerships, and other demand generation programs. Evaluate what's working, identify what's stagnating, and determine where we should double down or change course.
Build & Test New Channels: Develop a structured framework for testing unfamiliar acquisition channels, from online community development to ABM dinners and other emerging opportunities. Establish clear criteria for when to kill, iterate, or scale a program.
Drive Revenue & Pipeline: Connect marketing activity directly to business outcomes. Build programs that generate meaningful pipeline and develop a clear understanding of what is driving demand, conversion, and revenue.
Own Events & Field Marketing: Lead Playground's conference and speaking calendar, from identifying high-value opportunities through execution and post-event analysis. Partner closely with Sales to maximize pipeline generated from every event.
Build Lifecycle & Reactivation Programs: Develop systems that turn existing leads and prospects back into active opportunities through email, marketing automation, nurture, and other lifecycle programs.
Influence the Marketing Team: Help guide priorities and day-to-day execution for the Senior Paid Media Specialist and two marketing coordinators, providing strategic direction without relying on formal management authority.
Seize the Opportunity: Playground is a place where doers thrive. If you see a promising channel, test it. If something isn't working, figure out why. If you see an opportunity to create a new growth lever, run with it.
5+ years of experience in growth marketing, demand generation, or a related function.
Proven experience testing and scaling multiple acquisition channels from scratch.
Track record of generating $15M–$30M+ in incremental annual pipeline within a fiscal year.
Strong understanding of how marketing programs translate into pipeline and revenue.
Experience building lifecycle, nurture, or reactivation programs tied to measurable KPIs.
Strong analytical and strategic judgment — you're comfortable making decisions with imperfect information.
Experience developing experimentation frameworks and determining when to kill, iterate, or scale a program.
Ability to influence cross-functional partners and direct the priorities of others without formal management authority.
Excellent communication and ability to operate independently in a fast-paced startup environment.
A builder's mindset: you enjoy creating systems and programs that don't already exist.
Salary for this position is $160,000–$200,000 base + equity, subject to standard withholding and applicable taxes. Actual compensation will be determined based on factors including individual qualifications, relevant experience, expected impact, scope of the role, market demands, and specific work location.
Competitive salary + equity
3 weeks of PTO
Health, vision, and dental benefits
$1,200/year education stipend
Free lunch daily
High level of autonomy and ownership
Collaborative, ambitious team
Opportunity to directly shape Playground's growth engine
Fast-growing company with significant market opportunity
If you're a growth-minded operator who loves turning ambiguous opportunities into measurable revenue programs — and you're excited to help build the demand generation engine for a category-defining company in child care — apply now.
The Playground Team is fully in-office in our Union Square, NYC office. Please make sure you are open to a fully in-person role before applying.
Check out Playground to learn more about our journey and co-founders Dan, Josh, and Sasha.
","descriptionPlain":"ABOUT PLAYGROUND\n\nPlayground is working to make excellent child care accessible to all. Playground has built best-in-class software to manage all aspects of running a child care business. We believe providers should focus on providing incredible child care — the kind of work that only people can do — and that software should manage the rest. We’re building the child care management platform that eliminates the administrative work of running a center.\n\nPlayground is at an inflection point — and poised to grow extremely fast. We recently raised millions of dollars, have several statewide contracts, and are working with thousands of schools across the country. Additionally, our founders were recently honored as Forbes 30 Under 30.\n\nWe are a team of owners who are not afraid to dive into large, complex problems. If you're excited by the opportunity to shape how one of the fastest-growing companies in child care reaches its customers — and want meaningful ownership over growth and demand generation — please apply!\n\n\n\n\nABOUT THE ROLE\n\nJoin Playground's Marketing team as our Growth & Demand Gen Lead and own where and when we reach our buyers.\n\nThis is a highly strategic, hands-on role focused on identifying, testing, and scaling new ways to generate demand and pipeline. You'll evaluate where we should invest across events, partnerships, outbound and inbound programs, while building a rigorous framework for testing channels we haven't proven yet.\n\nThe ideal candidate is someone who doesn't just execute an existing playbook — they build the playbook. You'll bring strong revenue judgment, turn ambiguous opportunities into measurable experiments, and know when to kill, iterate, or double down on a program.\n\nThis role will also help influence the day-to-day priorities of a Senior Paid Media Specialist and two marketing coordinators, while remaining an individual contributor for at least the first six months.\n\n\n\n\nWHAT YOU'LL DO\n\nOwn Outreach Investment Strategy: Decide where we should invest time and budget across events, partnerships, and other demand generation programs. Evaluate what's working, identify what's stagnating, and determine where we should double down or change course.\n\nBuild & Test New Channels: Develop a structured framework for testing unfamiliar acquisition channels, from online community development to ABM dinners and other emerging opportunities. Establish clear criteria for when to kill, iterate, or scale a program.\n\nDrive Revenue & Pipeline: Connect marketing activity directly to business outcomes. Build programs that generate meaningful pipeline and develop a clear understanding of what is driving demand, conversion, and revenue.\n\nOwn Events & Field Marketing: Lead Playground's conference and speaking calendar, from identifying high-value opportunities through execution and post-event analysis. Partner closely with Sales to maximize pipeline generated from every event.\n\nBuild Lifecycle & Reactivation Programs: Develop systems that turn existing leads and prospects back into active opportunities through email, marketing automation, nurture, and other lifecycle programs.\n\nInfluence the Marketing Team: Help guide priorities and day-to-day execution for the Senior Paid Media Specialist and two marketing coordinators, providing strategic direction without relying on formal management authority.\n\nSeize the Opportunity: Playground is a place where doers thrive. If you see a promising channel, test it. If something isn't working, figure out why. If you see an opportunity to create a new growth lever, run with it.\n\n\n\n\nWHAT YOU NEED\n\n - 5+ years of experience in growth marketing, demand generation, or a related function.\n\n - Proven experience testing and scaling multiple acquisition channels from scratch.\n\n - Track record of generating $15M–$30M+ in incremental annual pipeline within a fiscal year.\n\n - Strong understanding of how marketing programs translate into pipeline and revenue.\n\n - Experience building lifecycle, nurture, or reactivation programs tied to measurable KPIs.\n\n - Strong analytical and strategic judgment — you're comfortable making decisions with imperfect information.\n\n - Experience developing experimentation frameworks and determining when to kill, iterate, or scale a program.\n\n - Ability to influence cross-functional partners and direct the priorities of others without formal management authority.\n\n - Excellent communication and ability to operate independently in a fast-paced startup environment.\n\n - A builder's mindset: you enjoy creating systems and programs that don't already exist.\n\n\n\n\nCOMPENSATION\n\nSalary for this position is $160,000–$200,000 base + equity, subject to standard withholding and applicable taxes. Actual compensation will be determined based on factors including individual qualifications, relevant experience, expected impact, scope of the role, market demands, and specific work location.\n\n\n\n\nWHY JOIN PLAYGROUND\n\n - Competitive salary + equity\n\n - 3 weeks of PTO\n\n - Health, vision, and dental benefits\n\n - $1,200/year education stipend\n\n - Free lunch daily\n\n - High level of autonomy and ownership\n\n - Collaborative, ambitious team\n\n - Opportunity to directly shape Playground's growth engine\n\n - Fast-growing company with significant market opportunity\n\n\n\n\nHOW TO APPLY\n\nIf you're a growth-minded operator who loves turning ambiguous opportunities into measurable revenue programs — and you're excited to help build the demand generation engine for a category-defining company in child care — apply now.\n\nThe Playground Team is fully in-office in our Union Square, NYC office. Please make sure you are open to a fully in-person role before applying.\n\nCheck out Playground https://www.tryplayground.com/about?utm_source=chatgpt.com to learn more about our journey and co-founders Dan, Josh, and Sasha.","compensation":{"compensationTierSummary":"$160K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$160K - $200K","compensationTiers":[{"id":"21725cef-5ad2-44e1-a1c0-e8f9993c1ed3","tierSummary":"$160K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ba729d78-19e8-434d-9fec-2b8a0db34aa3","summary":"$160K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":200000},{"id":"92d2ee25-aa83-436f-8b88-57243347dc79","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":200000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}}],"apiVersion":"1"}