Senior Lead, Insurance Compliance & Regulatory

Posted 6 days ago

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About the role

  • 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

Job title

Job type

Full Time

Experience level

Senior

Salary

$70,000 - $100,000 per year

Degree requirement

No Education Requirement

Location requirements

RemoteUnited States

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