Senior Insurance Compliance & RegOps Leader (Remote)

Jerry; Tampa (FL); Remote; USD 120,000 - 180,000; Full time

Benefits offered by this job

100% Remote Work

Full Benefits

Job summary

Jerry.ai is seeking an Insurance Compliance & Regulatory Senior Lead to join our Insurance Operations team. This role reports to the Senior Manager of Insurance Ops and is ideal for an experienced leader who can solve systemic issues and build rigorous compliance frameworks.

You’ll partner with Legal, Product, and Ops to translate audit findings into product changes, manage DOI communications, and guide the team to meet regulatory deadlines in a remote work environment.

Qualifications

• Active Property & Casualty (P&C) license required (or willingness to obtain it quickly).
• 5+ years of insurance experience, including 3+ years in state insurance and regulatory compliance.
• 2+ years in a team lead, managerial, or supervisory role.
• Proven track record of 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.
• Exceptional executive-level written and verbal communication skills with attention to legal and compliance detail.
• Bachelor’s degree preferred (or equivalent practical leadership experience).

Responsibilities

• Lead Escalation Operations: Oversee the end-to-end investigation and de-escalation framework for critical customer complaints, acting as the final point of escalation for complex issues.
• Own DOI and Insurance Carrier Responses: Manage carrier audits and state regulatory complaint workflows; author, review, and finalize official correspondence to state departments of insurance, carrier partners, and consumers.
• Systemic Root-Cause Resolution: Partner with Legal, Product, and Engineering to convert audit findings and complaint trends into product changes, automated checks, and process fixes.
• Complaint Log & Compliance Controls: Own the complaint log and the workflows behind it, keeping records accurate and audit-ready for market conduct examinations and state data calls, and meeting statutory deadlines and internal SLAs.
• Carrier Relationship & Claims Support: Serve as the primary operational liaison for carrier partners during high-stakes claims investigations, regulatory inquiries, and information audits.
• Team Guidance & Coaching: Provide operational guidance, quality oversight, and subject-matter expertise to team members handling customer service, compliance, and claims support.
• Regulatory Reporting & Documentation: Maintain accurate, audit-ready records of complaint trends, regulatory correspondence, and resolution timelines to support timely responses to DOI inquiries and to inform leadership of emerging compliance risk areas.

Skills

P&C license

Insurance compliance

Regulatory knowledge

Leadership

Data analysis

Communication

Education

Bachelor's degree preferred

Job description

Jerry.ai is seeking an Insurance Compliance & Regulatory Senior Lead to join our Insurance Operations team. This role reports to the Senior Manager of Insurance Ops and is ideal for an experienced leader who can solve systemic issues and build rigorous compliance frameworks.

You’ll partner with Legal, Product, and Ops to translate audit findings into product changes, manage DOI communications, and guide the team to meet regulatory deadlines in a remote work environment.