Technical Program Manager
Outmarket
| Company | Outmarket |
| Category | Engineering |
| Location | Remote US |
| Remote | Remote |
| Employment | Not stated |
| Level | Manager |
| Salary | Not stated by the employer |
| Posted | 22 Jun 2026 |
| Last verified | 30 Jul 2026 |
| Source | Employer career page (ashby) |
Description
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 b
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