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
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