Staff Technical Program Manager

Staff Technical Program Manager

Insurance underwriting runs on human judgment, manual workflows, and knowledge locked in someone's head. It breaks when that person leaves and doesn't scale when the book doubles.

Sixfold is building AI agents that understand risk the way a 20-year veteran underwriter does. Not summaries or flags, but systems that make real decisions on billions in premium for some of the world's largest carriers. AI is the product and the workflow. The Customer Success Manager is the person carriers trust to make sure it all delivers.

At Sixfold, being our Staff Technical Program Manager means owning the infrastructure that lets AI systems make real decisions on billions in premium and knowing exactly why something breaks when it does.

Who We Are

🏔 Product: Sixfold is the AI brain for underwriting. Our platform handles submissions at scale, assessing risk against appetite, surfacing cited insights, and deploying AI agents to handle research, referrals, and triage so underwriters can focus on building profitable portfolios.

💪 Team: A focused team of insurance operators, AI researchers, and engineers who love hard problems. We're pushing the boundaries of AI adoption across every function, from how we build, to how we sell and to how we support customers. We ship fast and stay close.

📈 Traction: Processing billions in premium for some of the world's largest carriers. We know AI. We know underwriting. We're building what comes next.

About the Role

In this role, you will:

Orchestrate the full product delivery for our largest and highest-value initiatives. Own end-to-end program management across the entire org. Work directly with engineering, product, and design leads and ICs to understand product direction and technical architecture, participate in project and capacity planning, review product and technical specs, and identify dependencies and risks early. Be an active unblocker when issues arise.

Align engineering, product, and go-to-market teams. Serve as the connective tissue between Engineering, Product, Customer Success, and Sales. Translate technical realities into language each team can act on. Make sure no important decision falls through the cracks and risks are owned/mitigated.

Run program governance with discipline and minimal overhead. Own weekly program reviews, cross-functional working sessions, and executive status updates — keeping each meeting focused on the specific items that require leadership attention.

Build lightweight, durable program infrastructure. Design and own the minimum viable set of processes, tools, and tracking systems that keep programs running: roadmap and backlog planning, milestone tracking, dependency maps, risk registers, and executive dashboards. Processes should be owned and evolvable by teams, not dependent on you.

Drive operational programs within Tech and across the company. This could include managing the corporate and tech OKR processes, supporting 3-6 month planning horizons, continuing the org’s broader push toward agentic ways of working, etc. In general, staying plugged in and jumping in where you can add the most value.

Become an active, valuable member of the Senior Technical Leadership Team. Report to the CTO and and work closely with technical leadership to understand what's happening across the company and provide support and input to key technical decisions.

What Success Looks Like

30 days: Mapped the full program landscape for the most urgent initiatives — understood key dependencies and where the delivery risks are. You've sat in every recurring meeting, read the critical specs, and have a clear point of view on how to manage the program going forward. You’re a hands on user of the products you are managing.

60 days: For your key programs, you’ve built the minimum viable program infrastructure to be successful. Risks surface early, nothing falls through the cracks, and executive updates are crisp. You’re seen as a source of truth by leadership. Engineering and Product trust you to represent their work accurately upward. You have a solid understanding of the Sixfold product suite. You’ve also taken on full ownership of the Tech OKR process.

90 days: Your processes are team-owned, your automations are documented, and you've visibly moved the needle on at least one high-value initiative. You’ve explored other priority work outside of your primary programs and have started to engage in operational improvements within Tech and across the company. You’ve become a trusted member of the Tech leadership team actively contributing to key decisions.

About You

8+ years in technical program management , engineering program management, or a closely related role, with meaningful time at a startup or high-growth company. You've seen what good program management looks like at scale and what breaks down when a company grows faster than its processes.

Experience driving complex cross-functional programs through alpha, beta, and G…