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Senior Insurance Compliance & Regulatory Lead

🔥 0 minutes ago

🌐 United States, Canada – Remote

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🌵 Arizona, California, +14 more states – Remote

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💵 $70k - $100k / year

⏰ Full Time

🟠 Senior

🚔 Compliance

Where this job comes from

Posted on Jerry's careers page, not through a job board

First seen by Remote Rocketship 0 minutes ago

Logo of Jerry

Jerry

201 - 500 employees

💼 Consulting

📦 Logistics

📣 Marketing

Consulting • Logistics • Marketing

Jerry is an innovative platform that simplifies car ownership by providing tools to compare car insurance, loans, and repair estimates. With services such as PriceProtect™, GarageGuard™, and DriveShield™, Jerry helps users secure better insurance rates, manage car loans, and track vehicle maintenance and repairs. It utilizes advanced technology to provide users with a streamlined insurance shopping experience, offer car diagnostic services, and reward safe driving habits. Jerry is a licensed insurance and loan broker, operating across all 50 U. S. states, and is committed to protecting user data with bank-level encryption.

📋 Description

• Lead end-to-end investigation and de-escalation operations for critical customer complaints • Serve as the final escalation point for complex issues • Manage carrier audits and state regulatory complaint workflows • Author, review, and finalize official correspondence to state departments of insurance, carrier partners, and consumers • Partner with Legal, Product, and Engineering to turn audit findings and complaint trends into product changes, automated checks, and process fixes • Own the complaint log and related workflows, keeping records accurate and audit-ready for market conduct examinations and state data calls • Meet statutory deadlines and internal SLAs • Act as the primary operational liaison for carrier partners during claims investigations, regulatory inquiries, and information audits • Provide operational guidance, quality oversight, and subject-matter expertise to customer service, compliance, and claims support teams • Maintain audit-ready records of complaint trends, regulatory correspondence, and resolution timelines • Inform leadership about emerging compliance risk areas

🎯 Requirements

• 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 experience 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 • Ability to translate regulatory requirements into operational policy and team-level practice • Exceptional executive-level written and verbal communication skills with attention to legal and compliance detail • Strong analytical mindset with experience using data to drive cross-functional product and operational improvements • Bachelor’s degree preferred, or equivalent practical leadership experience • Authorized to work in the U.S. or Canada • Must currently reside in an eligible U.S. state or Ontario, Canada

🏖️ Benefits

• 100% remote work from home • All equipment provided • Comprehensive medical, dental, and vision insurance • 401(k) matching • Paid time off • Paid parental leave • Wellness benefits • Equity opportunities or stock options • RRSP plan with employer matching for Canada-based employees

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