Forward Deployed Engineer

The Problem 36 million businesses in America need insurance—it’s not optional. 77% are underinsured. 40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing. The Thesis Turning judgment into compute isn’t a one-time project. It’s a constant hunt for leverage. New models drop monthly. What was impossible in January is table stakes by June. Someone needs to be on the frontier—figuring out what’s newly possible and applying it before anyone else does. That’s this role. The Role You’re a technical generalist who views engineering as a tool for solving business problems—not the end goal itself. You embed with operations: sales, customer service, underwriting, carrier relations. You see where things break. You identify the 20% of problems that cause 80% of friction. Then you build the solution. Prototype Monday, ship Tuesday, measure Wednesday. If it works, push to production. If not, try something else. What You’ll Do Find leverage — sit with teams, discover what nobody’s automated because nobody knew it could be Build solutions fast — AI agents, automations, internal tools—prototype in days, ship in weeks Stay on the frontier — new model drops? You’re testing it that day Prove impact — set up metrics, track results, show what worked Communicate what you learn — present to the company; shape the roadmap You Might Be a Fit If… You get energy from business impact, not code elegance You’re a technical generalist (Python, TypeScript, SQL—you learn new tools in days) You write code with AI (Cursor, Claude Code) and can manage multiple coding sessions You can present to non-technical people and explain why conversion dropped You think in business terms: “we increased conversion by 15%,” not “we shipped the feature” You’re 2-5 years into your career Requirements 2-5 years software engineering experience Proficiency in Python, TypeScript, or similar Experience building and shipping internal tools or automations Ability to work autonomously and move fast Based in San Francisco or willing to relocate Nice to Have Experience with LLMs, AI agents, or voice AI Background in operations, sales tech, or workflow automation Prior startup experience Compensation Salary: $140,000–$200,000 + performance bonuses & equity Location: San Francisco, in‑office Benefits Health, dental, and vision insurance Commuter benefits Team meals and snacks The Process 15‑min founder call — alignment on mission and pace If in SF: Super Day on‑site If outside SF: Technical phone screen, then on‑site To Apply If you want autonomy, impact, and the chance to build AI capabilities against business problems you discover yourself—send your resume and tell us about something you built that had measurable business impact. Compensation Range: $140K - $200K #J-18808-Ljbffr