PM - GTM Systems

Dealops

Dealops

San Francisco, CA, USA
Posted on Sep 12, 2025

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 pioneering AI‑driven tools that enable flexible pricing, streamline workflows and boost sales performance.

The opportunity

We’re hiring a PM - GTM Systems to build the infrastructure connecting customer business systems with our product. You’ll bring deep experience in CRM (Salesforce, Hubspot, etc), CPQ, and/or billing, and use that expertise to shape how Dealops works with the broader GTM stack. This customer-facing role sits at the intersection of systems architecture and product development. You’ll work hand-in-hand with customers and the Dealops engineering team to design scalable solutions and set the foundation for how a next-gen pricing platform integrates with the GTM ecosystem.

This is an in-person role in our San Francisco office. If you’ve done multiple CPQ / quote to cash implementations, you’ve been burned before and now have a ton of opinions, this is your chance to shape the future.

  • One-of-a-kind role — blend your systems integration expertise with hands-on product building of the next-gen pricing, quoting, experimentation infrastructure
  • Set industry best practices in the AI era — AI business models are demanding GTM systems evolve drastically; become the industry leading expert to help our customers iterate on pricing daily without breaking the entire Q2C flow
  • Build the foundation — ensure what we’re building will work seamlessly with each of our customers’ as we scale, while guiding our customers to re-envision their long term systems architecture

What you’ll own

  • Design the data backbone — define how we integrate with CRM and billing systems, owning the data structures and workflows that power our product to shape best practices for the industry
  • Partner with customers — build hand-in-hand with systems teams at innovative customers like Plaid and Airwallex to scope, architect, and launch on Dealops
  • Scale what works — codify patterns, set best practices, and build reusable modules that speed up every future deployment and shape our product roadmap

What makes you a fit

  • 5+ years of experience in GTM systems role (e.g. CRMs, CPQs, billing, etc), and have the scar tissues to prove it
  • Can’t stop thinking about GTM databases, APIs, workflows, and system architectures
  • Excited to straddle between working directly with innovative customers and our internal product/engineering teams
  • Comfortable in a fast-moving startup, eager to experiment, and excited to break the industry out of legacy limitations
  • Bonus — experience with pricing, CPQ quoting, or billing systems, especially if you’ve wrangled messy data structures or legacy workflows

What we offer

  • Competitive salary + early stage equity
  • Medical, dental, vision
  • Unlimited PTO (really)
  • Daily team lunch & snacks