Insurance Compliance & Regulatory Senior Lead

The role

This role leads escalation operations and manages regulatory compliance for the Insurance Operations team. You will oversee customer complaint investigations, manage state regulatory responses, and partner with product teams to resolve systemic issues.

What you will do

• Oversee end-to-end investigation and de-escalation for critical customer complaints.
• 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 convert audit findings into product changes.
• Own the complaint log and workflows to ensure they are audit-ready.
• Serve as the primary operational liaison for carrier partners during investigations and audits.
• Provide operational guidance, quality oversight, and subject-matter expertise to team members.
• Maintain accurate records of complaint trends and regulatory correspondence.

Required qualifications

• Active Property & Casualty (P&C) license or willingness to obtain it quickly
• 5+ years of insurance experience
• 3+ years in state insurance and regulatory compliance
• Proven track record of managing state regulatory inquiries (DOI complaints) and carrier audit relationships
• Working knowledge of NAIC model regulations, state insurance codes, and market conduct examination standards
• Exceptional executive-level written and verbal communication skills
• Strong analytical mindset with experience using data to drive improvements

Nice to have

• 2+ years in a team lead, managerial, or supervisory role
• Bachelor’s degree

Benefits

• 100% Remote Work
• All equipment provided
• Medical insurance
• Dental insurance
• Vision insurance
• 401(k) with employer matching
• Paid time off
• Paid parental leave
• Wellness benefits
• Equity opportunities

Before you apply

• Only able to hire full-time salaried employees who currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada
• Only able to hire full-time hourly employees who currently reside in AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA
• Only applicants under consideration will be contacted

About the company

Jerry is building the first AI-powered advisor to manage all your physical assets. Since 2019, they have become one of the fastest-growing tech companies in the U.S., helping over 5 million people save money on insurance, repairs, and loans.