Jobs at Trupanion

Provide employment law counsel across U.S., Canada, and Europe: advise on compliance, employee relations, leaves, accommodations, separations, and restrictive covenants; draft and revise agreements and policies; manage employment litigation, EEOC responses, and outside counsel; partner with HR and leadership to mitigate risk and resolve workplace disputes.

Define and evolve the enterprise target-state architecture, lead governance and standards, enable cloud-native, event-driven and API-first solutions, reduce technical debt, mentor architects, guide technology selection, and ensure implementations align with business strategy and security/compliance goals.

The Cybersecurity Engineer will design, operate, and improve security controls in Microsoft 365/Azure, oversee security systems, and manage incident response.

The Operational Accountant ensures efficient AP, AR, and Commission processes, supports audits, drives improvement initiatives, and performs monthly reconciliations.

The Accounts Payable & Accounts Receivable Specialist manages payment processing, inquiries, compliance, and supports accounting operations while enhancing customer experience and driving process improvements.

The Web Development Lead will guide the design, development, and operation of web platforms, providing technical leadership and mentoring developers, while ensuring high-quality standards and collaboration across teams.

The Vice President of IT PMO leads technology execution, manages enterprise project portfolios, and partners with C-suite, ensuring effective governance and delivery across IT projects.