Senior Lead, Insurance Compliance & Regulatory

This is a fully remote position, open to applicants in United States, +17 more locations.

📋 Description

• Supervise the complete investigation and de-escalation of significant customer complaints

• Serve as the ultimate escalation point for intricate issues

• Oversee carrier audits and the workflows related to state regulatory complaints

• Draft, review, and finalize 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 adjustments, automated checks, and process improvements

• Manage the complaint log and associated workflows, ensuring accurate records that are audit-ready

• Adhere to statutory deadlines and internal Service Level Agreements (SLAs)

• Act as the primary operational point of 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

• Track regulatory correspondence, complaint trends, and resolution timelines

• Update leadership on emerging areas of compliance risk

⛳️ Requirements

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

• Minimum of 5 years of experience in the insurance industry

• At least 3 years in state insurance and regulatory compliance

• Preferably 2+ years in a team lead, managerial, or supervisory capacity

• Demonstrated experience managing state regulatory inquiries (DOI complaints) and relationships with carrier audits

• Familiarity with NAIC model regulations, state insurance codes, and market conduct examination standards

• Capability to translate regulatory mandates into operational policies and team-level practices

• Outstanding written and verbal communication skills at the executive level, with attention to legal and compliance details

• Strong analytical capabilities and experience leveraging data for cross-functional product and operational enhancements

• Bachelor’s degree is 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

• 100% remote work from home

• All necessary equipment provided

• Extensive medical, dental, and vision insurance

• 401(k) matching

• Paid time off

• Paid parental leave

• Wellness benefits

• Opportunities for equity/stock options

• Strategic leadership and impactful collaboration with Legal, Product, and Operations leadership