Why DealOps?
AI’s transforming how companies price, sell and scale. The shift towards outcome-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, DealOps is pioneering AI‑driven tools that enable flexible pricing, streamline workflows and boost sales performance.
The opportunity
We’re hiring a Founding Customer Activations & Strategy Lead to build our activations motion from scratch. This is an in-person role based in San Francisco. If you’ve delivered slide decks recommending change, here’s your chance to own the change—and watch it ship the same week. Perfect for ex-consultants who crave:
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
High-profile exposure – work directly with heads of Pricing, Finance and RevOps at unicorns like Plaid and Airwallex
PM on-ramp – clear path to Product Management once you’ve nailed activations and are shaping roadmap decisions daily
What you’ll own
Activate & onboard customers – design and run POCs, implementations and training that make first value obvious and fast
Drive expansion – mine pricing & usage data to surface new upsell opportunities
Strategic activation projects – build scalable playbooks (docs, training, dashboards) that move us from founder-led to repeatable motions
Voice of the customer – collect customer feedback and package it into clear hypotheses for Product & Engineering
What makes you a fit
3+ years at a top consulting firm (or similar strategy/ops role) owning client workstreams end-to-end
Comfortable turning messy problems into structured plans—and rolling up sleeves to execute
Strong analytical skills (Excel/Sheets, Looker, SQL a plus) and crisp storytelling for QBRs & C-level syncs
Demonstrated interest in moving into Product Management
Experience with SaaS, GTM tooling or B2B pricing a plus, but attitude beats exact background
What we offer
6-8 month path to PM
Competitive salary + early stage equity
Medical, dental, vision
Unlimited PTO (really)
