[Hiring] Compliance Lead @Harper

Role Description

You build and run Harper's compliance program from the ground up. You own:

• Producer licensing and market conduct.
• The clearance workflow for every outbound channel, lifecycle sequence, and partner program before it goes live.
• Communication-channel policy, DOI complaint intake and escalation, surplus lines tax operations, and the incident-notification playbook.
• Partner with finance on customer-funds handling.
• Partner with engineering on wiring clearance gates and licensing checks into the systems operators actually use.
• Partner directly with the CEO when judgment calls escalate.

You sit at the intersection of Operations, Growth, Finance, and Engineering. This is a hands-on operator role for someone with deep insurance regulatory experience who has built, rebuilt, owned, or scaled a meaningful compliance function.

Qualifications

• 5+ years in insurance compliance, regulatory affairs, or a control function—brokerage or agency experience strongly preferred.
• Multi-state P&C licensing fluency; demonstrated surplus lines experience.
• Track record building, rebuilding, owning, or scaling a meaningful compliance function (or a material part of one).
• Hands-on with TCPA, CAN-SPAM, state telemarketing rules, and high-volume outbound enforcement.
• Experience with DOI complaints, market conduct exams, and E&O posture.
• Track record of proactive regulator engagement—working with state DOIs and surplus lines authorities before issues arise, not just after.
• Comfortable working directly with a founder/CEO and earning trust quickly.
• Strong written communication; you write policies people read once and follow.
• Bias to ship, low ego, high judgment.

Requirements

• Surplus lines tax, premium finance, and FBO/trust account familiarity.
• Financial-services or fintech control-function background paired with insurance regulatory depth.
• Experience clearing dataset-driven outbound (public-records, license lists, DPPA-covered data).
• Experience setting guardrails for AI-assisted customer communications.
• Multi-state incident notification experience.
• SOC 2 or security-compliance coordination.
• Anti-rebating, RESPA lane analysis, and partner/referral economics review.

Benefits

• Health, dental, and vision insurance.
• Commuter benefits (SF) or remote-work stipend.
• Team meals and snacks (SF).
• Direct reporting to the CEO; high ownership, high visibility.

Compensation

• Salary: $150,000–$220,000 + performance bonuses & equity.
• Location: San Francisco Bay Area preferred; remote considered for the right candidate.
• Schedule: Monday–Friday. The hours are long.

The Process

• One to two screening calls—Alignment on mission, pace, and scope.
• On-site super day—Audit a live regulatory surface with the team, meet ops, finance, and engineering, show how you think.

To Apply

Send your resume and tell us about a time you saw a regulatory risk coming, stood up the controls before it surfaced, and let the business keep moving.