Senior Lead, Insurance Compliance & Regulatory
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Job Description
Insurance compliance lead overseeing regulatory complaints, carrier audits, and escalation operations. Jerry’s AI-powered car-insurance app serves over 5 million customers.
Responsibilities:
- 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, maintaining accurate, audit-ready records
- Meet statutory deadlines and internal SLAs
- Serve 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 regulatory correspondence, complaint trends, 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
- 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
- Strong legal and compliance attention to detail
- Strong analytical skills and experience using data for cross-functional product and operational improvements
- Candidates must currently reside in an eligible U.S. state or Ontario, Canada
- Full-time salaried employment
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/stock options
- Strategic leadership and impact through collaboration with Legal, Product, and Ops leadership
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