Technical Program Manager - outmarket

Outmarket is building the AI-native platform for the insurance industry — a unified system spanning workflows, policy checking, document generation, analytics, and deep integrations with carrier and agency-management systems. We move fast, ship continuously, and operate across a complex, multi-tenant technical landscape.

Headquartered in San Francisco, we’re a team that pairs serious engineering depth with a relentless focus on delivering real value to insurance professionals.

THE ROLE

We’re looking for a Technical Program Manager (TPM) to be the connective tissue across our engineering and product organization. You’ll own the planning, coordination, and delivery of cross-functional programs that touch multiple teams, systems, and stakeholders. This is a high-leverage role for someone who thrives on bringing clarity to complex, interdependent work and who can speak fluently with engineers, product managers, and leadership alike.

You won’t just track tasks — you’ll shape how we plan, surface and resolve risks before they become blockers, and create the operating cadence that lets a fast-growing team move quickly without breaking things.

WHAT YOU’LL DO

- Own end-to-end program execution for major cross-functional initiatives — from kickoff and scoping through launch and retrospective.

- Build and maintain program plans that map dependencies across engineering, product, design, and data teams, keeping everyone aligned on scope, milestones, and timelines.

- Drive the operating cadence — run planning cycles, standups, reviews, and launch readiness; make meetings sharp, decisions clear, and follow-ups accountable.

- Identify, escalate, and resolve risks and blockers early, proactively unblocking teams and re-sequencing work when priorities shift.

- Translate between technical and non-technical stakeholders, turning complex engineering realities into crisp updates for leadership and clear context for the teams doing the work.

- Improve how we operate — establish lightweight, scalable processes for planning, prioritization, and delivery that reduce friction rather than add it.

- Maintain a single source of truth on program status, dependencies, and decisions, so anyone can understand where things stand at a glance.

WHAT WE’RE LOOKING FOR

- 5+ years in technical program management, engineering program management, or a closely related role at a software/technology company.

- A technical foundation — you can read a system design doc, follow architectural trade-off discussions, and engage credibly with engineers. Prior experience as an engineer, or a CS/technical degree, is a strong plus.

- Proven track record shipping complex, cross-functional software programs on time, with multiple teams and competing priorities.