Senior Lead, Insurance Compliance & Regulatory

This is a fully remote position, open to applicants in United States, +16 more locations.

📋 Description

• Supervise the complete investigation and de-escalation process for critical customer complaints.

• Serve as the ultimate escalation point for complex issues.

• Oversee carrier audits and manage state regulatory complaint workflows.

• Draft, review, and finalize official communications to state departments of insurance, carrier partners, and consumers.

• Collaborate with Legal, Product, and Engineering teams to transform audit findings and complaint trends into product modifications, automated checks, and process enhancements.

• Take ownership of the complaint log and associated workflows, ensuring precise, audit-ready records are maintained.

• Adhere to statutory deadlines and internal service level agreements (SLAs).

• Act as the main operational contact for carrier partners during claims investigations, regulatory inquiries, and information audits.

• Offer operational guidance, quality oversight, and subject-matter expertise to customer service, compliance, and claims support teams.

• Keep thorough documentation of complaint trends, regulatory correspondence, and resolution timelines.

• Notify leadership of emerging compliance risk areas.

⛳️ Requirements

• An active Property & Casualty (P&C) license is required, or a commitment to obtain it promptly.

• A minimum of 5 years of experience in the insurance industry.

• At least 3 years of experience in state insurance and regulatory compliance.

• Preferred 2+ years in a team lead, managerial, or supervisory position.

• Demonstrated experience managing state regulatory inquiries (DOI complaints) and maintaining carrier audit relationships.

• Solid understanding of NAIC model regulations, state insurance codes, and market conduct examination standards.

• Capability to interpret regulatory requirements into operational policies and team-level practices.

• Outstanding executive-level written and verbal communication skills, with a focus on legal and compliance details.

• Strong analytical skills with experience utilizing data to drive cross-functional product and operational enhancements.

• Bachelor’s degree preferred or equivalent practical leadership experience.

• Must currently reside in an eligible U.S. state or Ontario, Canada.

• Must be legally authorized to work in the U.S. or Canada.

🏝️ Benefits

• Fully remote work from home.

• All necessary equipment provided.

• Comprehensive medical, dental, and vision insurance.

• 401(k) matching.

• RRSP plan with employer matching available in Canada.

• Paid time off.

• Paid parental leave.

• Wellness benefits.

• Equity opportunities and stock options.