Technical Program Manager

About 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.