Senior Lead, Insurance Compliance & Regulatory

🕒 Yesterday

🌐 United States, Canada – Remote

🇺🇸 United States – Remote 🇨🇦 Canada – Remote

🌵 Arizona, California, +13 more states – Remote

🌵 Arizona – Remote 🏄 California – Remote ⛰️ Colorado – Remote 🐊 Florida – Remote 🌽 Illinois – Remote 🎰 Nevada – Remote 🏖️ New Jersey – Remote 🗽 New York – Remote 🌲 North Carolina – Remote 🌲 Oregon – Remote 🍂 Massachusetts – Remote 🎸 Tennessee – Remote 🤠 Texas – Remote ⛷️ Utah – Remote ⚔️ Virginia – Remote

💵 $70k - $100k / year

⏰ Full Time

🟠 Senior

🚔 Compliance

🦅 H1B Visa Sponsor

This company has sponsored H1B visas in the past.

👻 Ghost score 2%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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Jerry

WebsiteLinkedInAll Job Openings

201 - 500 employees

💼 Consulting

📦 Logistics

📣 Marketing

Consulting • Logistics • Marketing

Jerry is an innovative platform that simplifies car ownership by providing tools to compare car insurance, loans, and repair estimates. With services such as PriceProtect™, GarageGuard™, and DriveShield™, Jerry helps users secure better insurance rates, manage car loans, and track vehicle maintenance and repairs. It utilizes advanced technology to provide users with a streamlined insurance shopping experience, offer car diagnostic services, and reward safe driving habits. Jerry is a licensed insurance and loan broker, operating across all 50 U. S. states, and is committed to protecting user data with bank-level encryption.

📋 Description

• 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 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 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 • Work with Legal, Product, and Ops leadership to shape operational strategy and customer trust standards

🎯 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 analytical mindset with experience using data to drive cross-functional product and operational improvements • Bachelor’s degree preferred, or equivalent practical leadership experience • Must currently reside in an eligible location: AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada • Legal authorization to work in the U.S. or Canada • Full-time salaried employment

🏖️ Benefits

• 100% remote work • 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