Senior Operations Lead

About Harper

AI-native commercial insurance brokerage

The role

## The Problem36 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 and run the operational backbone that lets Harper scale from thousands to tens of thousands of customers monthly.**## The ThesisThis is hands-on leadership in the truest sense: building infrastructure while running it, making real-time decisions while documenting them, hiring a team while doing the work yourself. Your operational calls directly impact revenue, compliance, and customer experience—often the same day.## The RoleNot “manage a department”—own the entire operational engine of a company transforming how insurance gets distributed. Long hours, rapid change, incomplete information, high stakes.You work directly with founders. No buffer. You build it, you run it, you own the outcome.## What You’ll Do- **Own end-to-end brokerage operations** — Policy administration, renewals, endorsements, certificates, billing, compliance- **Build operational infrastructure from scratch** — SOPs that scale to 10,000+ customers monthly- **Lead technology and systems integration** — Agency management systems, CRMs, carrier portals- **Own compliance and risk management** — Full regulatory compliance across every jurisdiction- **Build a team that performs under pressure** — Hire, train, manage ops staff; lead from the front## You Might Be a Fit If…- You’ve run brokerage operations at scale (10+ years commercial insurance operations)- You know commercial lines products, brokerage workflows, and agency management systems (Epic, Applied TAM, AMS360)- You’ve built, not just managed—thrived in chaos, not just tolerated it- You solve problems, not defer them (ownership mentality, bias toward action)- You want intensity: long hours, high urgency, rapid change- You have regulatory and compliance knowledge (CPCU, CIC, CRM, ARM preferred)## Requirements- 10+ years in commercial insurance operations- Full operational ownership experience (not just a piece)- Experience in startup, scale-up, or high-growth environment- Deep knowledge of brokerage workflows and agency management systems- Strong regulatory and compliance knowledge- Based in San Francisco or willing to relocate## Nice to Have- Insurance designations (CPCU, CIC, CRM, ARM)- Experience building ops infrastructure from scratch- Prior startup experience## Compensation- **Salary:** $180,000–$220,000 + performance bonuses & equity- **Location:** San Francisco, in-office## Benefits- Health, dental, and vision insurance- Commuter benefits- Team meals and snacks## The Process1. Initial screen — Skills and culture fit2. 30-min founder call — Alignment on mission and pace3. On-site Super Day — Meet the team, work through real scenarios4. Paid work trial — Real work, real stakes, mutual evaluation## To ApplyIf you want to build the operational engine of a company that’s never existed and own outcomes that matter—send your resume and tell us about the hardest operational challenge you’ve solved.