Trupanion seeks a Canadian In House Counsel with direct property & casualty insurance experience. Reporting to the Associate General Counsel, you will lead key legal and regulatory initiatives, support corporate governance, and manage a variety of projects tied to our insurance operations in Canada.

What You'll Do

Provide ongoing legal and regulatory analysis and advice for property and casualty insurance operations in Canada.
Ensure compliance with all applicable provincial, territorial, and federal insurance laws and regulations.
Advise on legal and regulatory risks, providing mitigation strategies and appropriate escalation.
Research and draft memoranda on relevant insurance, legal, and regulatory issues.
Provide legal guidance for product development, enhancement, and distribution.
Manage subsidiary corporate governance and compliance filings across all Canadian provinces, including Quebec.
Draft and review contracts for insurance-specific operations and review vendor contracts to mitigate risk.
Develop legal and compliance training as needed.
Help maintain and develop policies, standards, and checklists.
Review insurance-related marketing, disclosures, and incentives.
Monitor, identify, and interpret new legislation and proactively propose and implement solutions.
Participate in cross-functional compliance projects.
Provide legal support in sales, complaint handling, regulatory audits, and licensing.

What We're Looking For

4 - 7 years of post-call legal experience.
Background in corporate/commercial and regulatory compliance for property & casualty insurance.
LLB or JD from an accredited Canadian university and call to the Bar in a Canadian province or territory.
Experience gained at a top-tier law firm.
Previous experience in the insurance industry.

Nice to Have

Certification in data privacy or experience in Canadian privacy law.
Expertise in marketing and advertising laws.
Experience working with commercial, technology, and AI contracts in regulated industries.
French language bilingualism or working proficiency.

Team & Environment

Part of the Legal & Regulatory department reporting to the Associate General Counsel. We offer a collaborative, casual, and pet-friendly environment that encourages everyone to be themselves and believes in a flexible workplace.