Founding Account Executive - Dealops

Why Dealops?

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.

The opportunity

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

What you’ll own

● 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.

What makes you a fit

● 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

What we offer

● Competitive salary + early stage equity

● Medical, dental, vision

● Unlimited PTO (really)

● Daily team lunch & snacks