Member of Technical Staff

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 AI systems that operate Harper—not features, the actual intelligence that runs the company. The Thesis This is full-stack in the truest sense: the interface a customer sees, the backend that powers their entire journey—application, business data, history, ongoing service—and the AI layer that makes decisions. Your code ships to production and generates revenue the same week you write it. The Role You’ll build AI agents, workflow orchestration, and voice AI that actually works. Not demos—real systems serving real users at scale. You work directly with founders. No committee. No approval chain. You build it, you ship it, you own the outcome. What You’ll Do Build AI agents that run the business — Lead qualification, customer service, underwriter follow-up—all without human intervention Create workflow orchestration — Document retrieval, carrier API calls, compliance checks, human review—coordinated across thousands of concurrent transactions Ship voice AI that actually works — Handle skeptical business owners asking “wait, what does that actually cover?” Build systems that compound — Every decision gets traced; every outcome feeds back; the AI gets smarter with each interaction You Might Be a Fit If… You write code with AI (Cursor, Claude Code, Windsurf) and can manage multiple coding sessions You’ve shipped AI to production—real systems serving real users You’re full-stack by instinct (frontend, backend, infrastructure) You ship fast and iterate—meaningful features in days that others take months on You’re 1-4 years into your career Requirements 1-4 years software engineering experience Experience with LLM applications, agent pipelines, or AI systems in production Proficiency in Python, TypeScript, or similar Ability to work across the stack Based in San Francisco or willing to relocate Nice to Have Voice AI or real-time systems experience RAG systems or workflow automation background 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 to build something that’s never existed, ship code that runs a real business, and work with people who show up with the same intensity every day—send your resume and a link to something you’ve built. Compensation Range: $140K - $200K #J-18808-Ljbffr Harper (YC W25)