Director of Legal & Compliance

Trupanion is a leading provider of medical insurance for cats and dogs in North America. Our mission is to help loving, responsible pet owners budget and care for their pets. At Trupanion, we offer a collaborative, casual, and pet-friendly environment where everyone is encouraged to be themselves.  

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. 

This position is open to candidates located in the United States, with a strong preference for those based in the Seattle area. Seattle based teammembers follow a hybrid schedule, working from our casual, pet-friendly office at least three days per week.

Key Responsibilities include:   

• Partnering with U.S. insurance regulators on regulatory matters, including inquiries, market conduct examinations, and financial examinations  
• Further enhancing strong relationships with U.S. regulators  
• Working with our actuarial and finance teams to file new products and file annual financial statements  
• Ensuring compliance with applicable federal and state laws and regulations  
• Licensing individuals and entities  
• Assisting with audits, both internally and of our business partners  
• Partnering with business owners to design and implement initiatives in a fully compliant manner  
• Overseeing governance for U.S.-based insurance companies  

What we’re looking for: 

• 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  

You’ll be a good fit if:  

• You're a strategic thinker who can proactively identify, assess, and clearly articulate regulatory risks to assist the business in moving forward thoughtfully and expeditiously  
• You are knowledgeable of and familiar with insurance regulations and privacy laws  
• You have excellent organizational skills and multi-tasking abilities, you consistently follow through and aren't intimidated by short deadlines  
• You have strong written and verbal communication skills  
• You are a standout colleague who can work across the business and with external parties collaboratively and effectively  

Compensation:  

• The pay range for this position is $175,000 - $225,000 on a full-time schedule.  
• Along with base salary, Trupanion employees may be eligible for monthly bonuses.  
• We want all employees to be invested in Trupanion’s success, so we grant Restricted Stock Units to all new team members. Our new hire grants vest over 4 years.   

Benefits and Perks:

• 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
• Seattle Office Amenities: Free on-site gym, free dog walking services for office pets during business hours, free parking, and paid ORCA cards.

For more information about Trupanion, visit https://trupanion.com/about

Learn more about how Trupanion has revolutionized our industry and the reimbursement model: https://www.youtube.com/watch?v=vdWZ4KHiPTQ

Trupanion is an equal-opportunity employer and embraces diversity. We are committed to building a team that represents a variety of backgrounds, abilities, perspectives, and skills.

We will ensure that individuals are provided reasonable accommodation to participate in the job application or interview process, perform essential job functions, and receive other benefits and privileges of employment. Please contact us to request accommodations.