Technical Program Manager

 Posted an hour ago
     
5-10 years experience
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AI Summary

Own the end-to-end execution of cross-functional technical programs, managing dependencies across engineering, product, and design teams. Establish operating cadences and scalable processes to resolve risks and ensure timely delivery of AI-native insurance platform initiatives.

bout 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.

  • Exceptional organizational and communication skills — you write clearly, run a tight meeting, and keep large groups of people aligned.

  • Comfort with ambiguity and speed — you create structure where there is none and adapt as priorities evolve in a fast-growing startup.

  • Strong judgment on prioritization and risk — you know what matters most, what can wait, and what could derail a launch.

  • Experience with modern delivery tooling (e.g., GitHub, Linear/Jira, Notion) and an instinct for using process to enable, not bottleneck, the team.

Nice to Have

  • Experience in AI/ML, data platforms, or B2B SaaS products.

  • Familiarity with the insurance, fintech, or enterprise software domains.

  • Experience standing up program-management practices at an early- or growth-stage company.

Why Outmarket

  • High impact, high ownership — you’ll directly shape how a fast-moving company plans and ships.

  • Work on hard, meaningful problems at the intersection of AI and a massive, underserved industry.

  • A team that values clarity, speed, and craftsmanship in equal measure.

  • Competitive compensation, meaningful equity, and the chance to help build the operating backbone of a company in hypergrowth.

Outmarket is an equal opportunity employer. We celebrate diversity and are committed to building an inclusive environment for all employees.

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