Jerry makes insurance stress-free | Licensed insurance broker | 100+ top insurers, incl GEICO, Progressive, Allstate | Rated 4.7 in app store, 5+ million users. Backed by Y Combinator.
About the role
We are looking for an Insurance Compliance & Regulatory Senior Lead to join our Insurance Operations team. Reporting directly to our Senior Manager of Insurance Ops, this role is ideal for an experienced insurance operations leader who excels at solving complex systemic issues, building rigorous compliance frameworks, and acting as the strategic bridge between our customers, carrier partners, state regulators, and internal product teams.
What they're looking for
- Active Property & Casualty (P&C) license required (or willingness to obtain it quickly)
- 5+ years of insurance experience, including 3+ years in state insurance and regulatory compliance
- 2+ years in a team lead, managerial, or supervisory role preferred
- Proven track record of directly managing state regulatory inquiries (DOI complaints) and carrier audit relationships
- Working knowledge of NAIC model regulations, state insurance codes, and market conduct examination standards, with the ability to translate regulatory requirements into operational policy and team-level practice
- Exceptional executive-level written and verbal communication skills with an eye for legal and compliance detail
More about this role
Jerry is the #1 rated app for car owners. We help over 5 million people save money on insurance, repairs, and loans—all in one place. Since 2019, we’ve become one of the fastest-growing tech companies in the U.S.
We are looking for an Insurance Compliance & Regulatory Senior Lead to join our Insurance Operations team. Reporting directly to our Senior Manager of Insurance Ops, this role is ideal for an experienced insurance operations leader who excels at solving complex systemic issues, building rigorous compliance frameworks, and acting as the strategic bridge between our customers, carrier partners, state regulators, and internal product teams.
You write with judgment, not just accuracy. You can take a complicated file, determine what actually happened, and state a clear, complete, well-supported position under a deadline.
You solve problems at the root. You love digging beneath the surface to identify root causes and aren't afraid to roll up your sleeves to resolve complex edge cases while mentoring others to do the same.
You excel at high-stakes de-escalation. You possess executive-level composure and genuine empathy, easily navigating intense situations with customers, state...
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