Head of Engineering

Dealops•San Francisco, CA

10h•Onsite

About The Position

Dealops is building the revenue infrastructure the next decade of B2B runs on. B2B pricing is exploding in complexity (usage, outcomes, hybrids, bespoke terms) and the current stack breaks under it. We’re building the layer that makes modern pricing operable: policy enforcement, auditability, and AI-powered recommendations you can actually trust in enterprise environments. If we win, Dealops becomes to revenue what Salesforce is to pipeline. We’re already powering revenue teams at companies like Clay, LangChain, Plaid and Airwallex, where pricing complexity is existential. We’re moving fast, and we’re building something foundational. This is a hands-on leadership role with real scope: ship product, ship implementations, scale the org, and raise the technical bar. We’re looking for a high-ownership builder who wants a true 1→10 journey (early PMF; growing 10x YoY) and is hungry to build something category-defining. You’ll shape the product, the architecture, the systems foundation, and the engineering org - with a direct line to company outcomes. In-office, 5 days/week in SF - high-velocity collaboration, rapid iteration, fewer meetings, tight feedback loops between Engineering, Product, and GTM.

Requirements

10+ years building and shipping production systems, with time in high-bar engineering orgs and fast-moving startups.
Been through 0→1 and at least one scale phase (roughly 10→100 team/company growth) - you know what breaks and how to fix it.
Owned meaningful surface area end-to-end (architecture + delivery), not just pieces of a system.
Tech lead + people leader - you can set direction, move fast, and grow a high-performing team.
Strong systems instincts: data models, architecture, reliability, and long-term scalability.
Product-minded - can reason about user needs/scope/adoption and help shape product, not just deliver it.
Comfortable taking controlled, strategic risks, and embracing AI-native architecture.
Stay hands-on (~20-30% coding), especially on critical paths.

Nice To Haves

Proven experience operating within enterprise-scale architectures that leverage LLMs and agent orchestration frameworks, with an understanding of their reliability, security, and scalability considerations.
Domain familiarity (Quote-to-cash understanding + relevant workflows)
GTM tech experience + integrations
Experience with enterprise systems and large-scale integration projects.

Responsibilities

Technical leadership
Build the system where every deal makes the next one smarter. AI-guided pricing that reps actually trust and follow, data that compounds into strategy—on a platform flexible enough for any pricing model, stable enough for enterprise, and scalable enough to define a category.
Own the architecture and technical roadmap across product, AI, data, and systems - and make the calls when tradeoffs matter.
Raise the bar on reliability, observability, and security so we can continue to earn enterprise trust as we scale.
High-velocity execution
Deliver high-quality product and customer implementations on tight timelines.
Create clarity from ambiguity: scope, milestones, risks, and a decision cadence that keeps the team moving.
People leadership + org scale
Lead and grow a team of 10+ engineers; hire and retain exceptional builders.
Build a high-talent-density culture: high standards, high ownership, low ego.
Customer-first engineering
Lead technical strategy on implementations with a customer-first mindset, and build repeatable implementation patterns.
Be customer-facing: turn messy requirements into crisp technical plans and credible commitments.