Engineering Manager/TLM, Platform

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.

Over 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.

We're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.

You'll build the team and the systems the rest of engineering depends on. When they compound, everyone gets faster.

The Thesis

Harper runs 200+ services across Railway and AWS. We orchestrate N parallel agentic workloads. Our AI systems make thousands of decisions a day, and every decision needs to be traceable, evaluated, and cheaper to run tomorrow than it is today. The infrastructure underneath all of that is the difference between a company that scales and one that stalls.

Great platform engineering here isn't invisible—it's the reason product ships fast. When observability catches a silent failu