Deployment Strategist - Dealops

Pear VC•Austin, CA

39d•Onsite

About The Position

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 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

Requirements

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

Nice To Haves

Experience with B2B Pricing, GTM tools, or AI agents a plus — but attitude and curiosity beat exact background

Responsibilities

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