AI’s transforming how companies price, sell and scale. The shift towards outcome-based, usage-based, and hybrid pricing models has unlocked a $25B+ market, demanding smarter solutions across pricing, deal execution, and sales compensation. Led by ex-Stripe operators and backed by Pear VC, General Catalyst and execs from OpenAI, Stripe and Slack with $7M in funding, Dealops is a pioneering AI‑driven platform that enables flexible pricing, streamline workflows and boost sales performance.
As a Forward Deployment Strategist, the mission is to connect the dots between user needs, data insights, and product capabilities - helping customers unlock real value through Dealops. We’ve turned multi-month long technical implementations into just weeks with our modular and flexible AI platform. You’ll be our flag bearer for this industry transformation.
This is an in-person role based in our San Francisco office. You’ll work closely with customers building the next generation of AI products, deep dive into their pricing and deal workflows, and partner directly with RevOps, Finance, and GTM leaders to design and deploy solutions that scale.
If you’ve led high-impact, client-facing projects and are now excited to build the foundations of how AI companies price, this is your moment to own the change, not just recommend it.
● Ownership – full end-to-end accountability, no hand-offs
● 1 → 10 growth – writing playbooks, not following them
● Customer activation – hands-on onboarding, adoption and expansion
● Strategic projects – turning insights into GTM and product bets
Activate and onboard customers: Design and run pilots, implementations, and trainings that create the first “aha” moment fast and repeatable
Partner with leaders: Work directly with Heads of Pricing, RevOps, and Product at leading AI and fintech companies to expand Dealops’ footprint
Scale what works: Identify repeatable patterns from deployments, codify best practices, and shape the product so every new customer reaches value faster
3-5 years in a client-facing role such as a top-tier consulting firm and account management, implementation, or product at a high-growth startup
Proven experience owning and delivering client or product workstreams end-to-end
Exceptional business intuition and ability to connect product capabilities to customer outcomes
Experience with B2B Pricing, GTM tools, or AI agents a plus — but attitude and curiosity beat exact background
Competitive salary + early stage equity
Medical, dental, vision
Unlimited PTO (really)
Daily team lunch & snacks
AI’s transforming how companies price, sell and scale. The shift towards outcome-based, usage-based, and hybrid pricing models has unlocked a $25B+ market, demanding smarter solutions across pricing, deal execution, and sales compensation. Led by ex-Stripe operators and backed by Pear VC, General Catalyst, and execs from OpenAI, Stripe and Slack with $7M in funding, Dealops is a pioneering AI‑driven platform that enables flexible pricing, streamline workflows and boost sales performance.
As a Founding Account Executive, you’ll be our first GTM hire to drive how GTM teams at the most innovative AI companies price, sell, and close deals. You’ll own the full sales cycle, from sourcing to closing, and partner directly with our CEO to shape our GTM motion, refine positioning, and win the most innovative AI accounts. This is not a “follow-the-playbook” role. You’ll build the machine by defining what great sales execution looks like, helping design our outbound strategy, and setting the tone for how Dealops engages, sells, and scales with high-growth AI customers.
This is an in-person role based in our San Francisco office.
If you’ve thrived in early-stage, high-ownership roles and are ready to build the playbook that others will follow as we scale out the team, this is your chance to shape our revenue engine from day one.
Full-cycle ownership – source, qualify, and close end-to-end
Founding GTM impact – help shape our sales motion, talk track, and tooling
Customer obsession – partner with RevOps, Finance, and GTM leaders to drive value
Cross-functional partnership – collaborate directly with Product and Engineering to turn insights into roadmap bets
Own the full sales cycle: From outbound prospecting and first meetings to negotiation and close, you’ll run high-velocity and strategic cycles with precision.
Develop pipeline: Build and test outbound campaigns, refine ICPs, and drive creative prospecting experiments.
Refine the GTM playbook: Capture what works (messaging, qualification criteria, value props, etc) and help operationalize it into repeatable motion.
Drive multi-stakeholder deals: Navigate complex buying groups across RevOps, Sales, Finance, and Legal.
Collaborate deeply: Work hand-in-hand with our small but mighty team across GTM and engineering to ensure we win deals and onboard properly.
3–5 years of experience in a quota-carrying AE role at a fast-growing B2B SaaS or AI startup
Proven record of closing mid-market or enterprise deals ($50K-100K+ ACV)
Strong hunter mentality, comfortable with outbound prospecting and experimentation
Excited by the ambiguity and pace of early-stage environments; you thrive when building from zero in a team environment
Bonus: Experience selling GTM, pricing, or RevOps tools or working directly with RevOps/GTM Systems/Finance stakeholders
Competitive salary + early stage equity
Medical, dental, vision
Unlimited PTO (really)
Daily team lunch & snacks
We’re building the revenue infrastructure the next decade of B2B AI companies run on by starting with the most critical part in the revenue journey, deal pricing. Today, sales reps spend hours building their own pricing spreadsheets for each deal, only to discount too much and spend another cycle iterating with Finance. This is a massive problem for B2B companies, as we’ve seen up to 30% unnecessary overdiscounting with customers. Our founder saw this firsthand when she worked in finance and pricing at Stripe, where she has priced over a thousand deals with the sales org.
This problem exists because pricing is a black box. Sales teams aren’t trained to make pricing decisions and aren’t incentivized to optimize for long-term revenue. As pricing models become more complex due to AI and the shift toward usage-based, outcome-based, and hybrid models, this challenge is only compounding. There’s a massive opportunity to build the revenue infrastructure for next-generation companies.
We’re positioned to lead this market shift as teams are finding out previous solutions are breaking down. That’s why the fastest growing enterprises and AI startups like Airwallex, Plaid, Harvey, LangChain, and Clay are partnering with us to build the foundations of their revenue infrastructure.
Backed by $7M from General Catalyst, Pear VC, and executives from OpenAI, Stripe, Slack, and more, we’re now focused on growing revenue 10x and shaping the future of deal pricing.
We're looking for a Senior Software Engineer to join our growing engineering team and help build the next-gen AI-powered platform for revenue optimization. You'll work across the full stack -- from our core deal pricing product to the tools that help customers optimize their revenue strategies with data-driven insights. We're a small team, so you'll have plenty of room to fully own high-impact products from day one.
First 3 months
Develop key features for deal pricing and packaging recommendations, blending machine learning with a rule-based engine to optimize pricing.
Design and run A/B pricing experiments that directly move customer revenue — past experiments have yielded a 10–20% boost. (Dealops is the first to let companies A/B test rep behavior at scale.)
Collect and integrate customer feedback to drive iterative improvement and product-market fit.
By 6 months
Build agents that process unstructured, natural-language data to further sharpen our pricing and packaging recommendations.
Spearhead infrastructure and tooling for admin users, enabling infinite customization through natural language and LLMs which cuts customer onboarding time by 10x.
Contribute to the future product roadmap and our long-term vision of becoming an end-to-end sales optimization platform.
By 9 months
Own an entire product or product feature suite, from design through implementation and keep innovating.
Like everyone on the team, you'll also pitch in on customer onboarding and support, and plan and lead projects end-to-end.
4+ years of software development experience, with a strong full-stack focus (senior preferred; strong mid-level welcome).
Proficiency in React, TypeScript, and SQL (PostgreSQL or similar).
A track record of building and launching scalable, reliable products in close collaboration with designers and other cross-functional partners.
Experience with complex products that have high reliability and accuracy requirements, ideally in a fast-moving environment.
Bonus: experience with Tailwind, Express, machine learning, prompt engineering / AI tooling, or previously leading a tech team.
Tackle complex, high-impact challenges. Turning pricing from an art into a science is a technically hard, high-stakes problem with enormous room for innovation. AI is at the core of our vision — this year we're building agents that automatically generate quotes for reps and assist managers with approval flows, and that's just the beginning.
High ownership and influence. As an early engineer, you'll own large pieces of the product and infrastructure from day one. Your work will shape both our tech stack and our broader product vision, and you'll make genuinely strategic decisions about how pricing software evolves.
Fast-paced career growth and leadership. Startups mean accelerated growth. Whether you want to step into a tech lead role, drive product innovation, or architect major systems, you'll be positioned to take on leadership as we scale.
Shape company culture. As an early hire, you won't just build the product — you'll help define how we work and what we value. This is a chance to create something special, technically and culturally.
Competitive compensation
Generous early-stage equity package
Unlimited PTO
Free meals - lunch and dinner on us.
Free ubers for late nights worked in the office
Full health coverage
Flexible remote time
401K
Significant ownership and autonomy
The chance to work on cutting-edge AI applications in enterprise software
AI’s transforming how companies price, sell and scale. The shift towards outcome-based, usage-based, and hybrid pricing models has unlocked a $25B+ market, demanding smarter solutions across pricing, deal execution, and sales compensation. Led by ex-Stripe operators and backed by Pear VC, General Catalyst, and execs from OpenAI, Stripe and Slack with $7M in funding, Dealops is a pioneering AI‑driven platform that enables flexible pricing, streamline workflows and boost sales performance.
As a Founding Sales Development Representative, you’ll be one of our first GTM hires and play a critical role in building Dealops’ pipeline engine from the ground up. You’ll work closely with our CEO and Founding AEs to define how we identify, engage, and qualify the most innovative AI and high-growth SaaS companies.
This is not a “run-the-sequence” SDR role. You’ll help build our outbound motion, test strategies, and set the foundation for how Dealops sources and qualifies pipeline as we scale.
This is an in-person role based in our San Francisco office.
If you want high ownership, a steep growth trajectory, and are motivated to build the outbound and qualification playbook that future SDRs will follow, this is a chance to make a real impact from day one.
Early GTM ownership – help define outbound strategy, messaging, and qualification
Pipeline impact – source and qualify high-quality opportunities with the fastest growing AI companies
Customer exposure – engage directly with Finance, GTM, and RevOps leaders
Career acceleration – learn full-cycle sales in a fast-moving, founder-led environment
Source and qualify pipeline: Identify, research, and engage target accounts through thoughtful outbound across email, LinkedIn, calls, and creative experiments.
Develop outbound motion: Test messaging, channels, and sequencing strategies to determine what resonates with modern AI and SaaS buyers.
Refine ICP and qualification: Help sharpen who we sell to, what signals matter, and how we prioritize accounts.
Collaborate closely: Partner with the Founding AEs, CEO, and Product team to share insights from the field and influence positioning, roadmap, and GTM strategy.
1–3 years of experience in an SDR, BDR, or similar outbound role at a B2B SaaS or AI company
Strong written and verbal communication; comfortable leading first conversations with senior stakeholders
Curious, driven, and persistent; you enjoy prospecting and problem-solving
Excited by ambiguity and pace; you want to build, test, and iterate rather than follow a rigid script
Bonus: Experience selling GTM, pricing, or RevOps tools or working directly with RevOps/GTM Systems/Finance stakeholders
Competitive salary + early stage equity
Medical, dental, vision
Unlimited PTO (really)
Daily team lunch & snacks
AI’s transforming how companies price, sell and scale. The shift towards outcome-based, usage-based, and hybrid pricing models has unlocked a $25B+ market, demanding smarter solutions across pricing, deal execution, and sales compensation. Led by ex-Stripe operators and backed by Pear VC, General Catalyst, and execs from OpenAI, Stripe and Slack with $7M in funding, Dealops is a pioneering AI‑driven platform that enables flexible pricing, streamline workflows and boost sales performance.
As our Founding Account Manager, you'll own the post-sale relationship with the most innovative AI and enterprise software companies building on Dealops. Once a customer signs, you're the person who makes them successful, sticky, and growing. You'll own retention, drive expansion, and turn early adopters into champions who can't imagine running pricing without us.
This is our first dedicated post-sale hire. You won't inherit a playbook for renewals, QBRs, or expansion motions, you'll write it. You'll partner directly with our CEO and GTM lead to define what world-class account management looks like at Dealops and build the foundation for how we retain and grow revenue as we scale.
This is an in-person role based in our San Francisco office.
If you've thrived in early-stage, high-ownership roles and are excited to own a book of business from day one while building the systems others will run on, this is your moment.
Full-ownership of the book – retention, expansion, and renewals end-to-end, no hand-offs
Founding CS/AM impact – build the playbooks for onboarding, QBRs, and expansion
Customer obsession – partner with Heads of Pricing, RevOps, and Finance to drive real value
Cross-functional partnership – feed customer insights directly into Product and GTM bets
Build the AM playbook: Codify what works, onboarding flows, expansion triggers, health scoring, renewal motions, into repeatable systems the team will scale on.
Deepen customer relationships: Become the trusted advisor to Heads of Pricing, RevOps, and Finance leaders. Run QBRs, executive check-ins, and health reviews that keep Dealops embedded in how they operate.
Drive expansion: Identify whitespace across usage, teams, and use cases. Build the upsell and cross-sell motion that grows accounts from first contract to enterprise-wide deployment.
Collaborate deeply: Work hand-in-hand with GTM, Product, and Engineering to close expansion deals, resolve issues fast, and turn customer feedback into roadmap bets.
What makes you a fit
3–5 years in a client-facing role such as Account Management, Customer Success, or post-sale ownership at a fast-growing B2B SaaS or AI startup
Proven track record owning retention and expansion, carrying a renewal or NRR/quota number and hitting it
Experience growing mid-market or enterprise accounts and navigating multi-stakeholder relationships across RevOps, Finance, and Sales
Exceptional business intuition and the ability to connect product capabilities to customer outcomes
Excited by the ambiguity and pace of early-stage environments; you thrive when building from zero
Bonus: Experience with B2B Pricing, CPQ, GTM, or RevOps tools — but attitude and curiosity beat exact background
What we offer
Competitive salary + early stage equity
Medical, dental, vision
Unlimited PTO (really)
Daily team lunch & snacks