SeniorMemberofTechnicalStaff,DeveloperExperience

THE PROBLEM 36 million businesses in America need insurance. 77% are underinsured. 40% have no coverage at all. We're building 90%+ AI-led commercial insurance distribution. ~1,000 new customers/month, 100x growth in a year, scaling toward Series B. Our engineers and our coding agents both ship 5–10x faster than they did a year ago. Without rails - fast builds, reliable dev environments, merge queues, eval frameworks that catch regressions - that velocity quietly converts into rework, hotfixes, and weekend pages. Engineers ship at the speed of the slowest part of the inner loop. Make the inner loop fast and trustworthy. THE THESIS The fastest teams are not fast because they tolerate chaos. They are fast because the path from idea to production is short, trusted, and boring in the best way. At Harper, that path has to work for humans and coding agents. You will build the loop engineers live inside every day: dev environments that boot, tests people trust, CI that gives signal, PR preflight that catches risk, and tooling that makes the right pattern easier than the wrong one. THE ROLE Harper operates like a factory with a series of modules spanning the full lifecycle from intake through renewals. Across them we run a stack of internal AI systems covering operator guidance, the operational backbone that matches risks to underwriters, autonomous communications, and voice AI for customer interactions. You'll work alongside the engineer setting the developer-experience direction to keep the inner-loop + outer-loop stack fast and reliable for every product engineer at Harper. WHAT YOU'LL DO - Cut CI build times - Monorepo tuning, incremental builds, remote caching. Target: CI <5 min on p95. - Own dev environment reliability - Local/staging/CI parity. Boot a working env in <10 min. Reproducible. Containerized. - Quarantine flaky tests - Detection, isolation, dashboard. Flaky tests get fixed or quarantined, never silently retried. - Wire the eval stack into CI - Pre-merge ga