Director of Legal & Compliance

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August 7

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Trupanion

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Insurance • B2C • Wellness

Trupanion is a leading provider of pet insurance, offering comprehensive coverage for dogs and cats. With over 25 years in the industry, Trupanion provides unlimited payout plans and real-time payment at checkout through its VetDirect Pay™ system, ensuring pets receive immediate care without financial stress for the owners. Trusted by over a million pet parents and veterinarians, Trupanion is known for its extensive coverage that includes hereditary conditions, advanced dentistry, allergies, and more. The company emphasizes ease of use with a 24/7 customer service line and a commitment to helping pets through every stage of life.

1001 - 5000 employees

Founded 2000

👥 B2C

🧘 Wellness

💰 $60M Post-IPO Equity on 2020-11

📋 Description

• We are seeking a highly motivated and experienced insurance regulatory specialist to join a fast-paced environment to help grow our Company and the medical insurance for pets category. • In this role, you will be an integral part of our Regulatory and Compliance Team, and your responsibilities will include managing state regulatory relationships, partnering with our business to develop new products, overseeing governance for our insurance companies, and advising the Company on regulatory issues. • You will serve as the legal bridge between product strategy and regulatory execution, translating business ideas into compliant, scalable solutions. • The ideal candidate is licensed in property and casualty (P&C) insurance and thrives in cross-functional settings.

🎯 Requirements

• Five or more years of regulatory and compliance experience in the insurance industry • A law degree and/or an insurance producer’s license, a plus • Prior experience engaging with insurance regulators • Ability to fit into a fast-paced entrepreneurial environment • Ability to demonstrate sound and practical business judgment, sometimes in ambiguous situations • Ability to articulate complex insurance regulatory concepts and risk to leaders across the company and our external business partners.

🏖️ Benefits

• Full medical, dental, and vision benefits at no cost to the employee • Four weeks of paid time off and 9 paid float holidays (you can decide which days are most important to you!) • Five-week sabbatical after five years of employment • Open, casual, pet-friendly, and fun office environment • Free medical health insurance for your pet (1 dog or cat) • Paid time off to volunteer at nonprofit organizations • Free on-site gym, free dog walking services for office pets during business hours, free parking, and paid ORCA cards.