Trupanion is a pet insurance provider based in Seattle, Washington, that offers and administers cat and dog insurance in the United States, Canada and Puerto Rico. Trupanion is self-underwritten by the American Pet Insurance Company (APIC).

Trupanion was founded by current CEO Darryl Rawlings as Vetinsurance in Canada in 1999. In 2005, the company expanded into the United States and became the first North American pet insurance provider to become licensed to provide its own underwriting.

In 2007, Trupanion raised $22 million from Maveron, RenaissanceRe (a $4 billion reinsurance company) and a large private equity group. A Series B round was completed in 2008 and in 2011 the company completed a $9 million Series C round of financing led by the Highland Consumer Fund.

Trupanion is a founding member of the North American Pet Health Insurance Association (NAPHIA) which educates pet owners in North America about the veterinary industry. Trupanion was the first pet insurance company to be awarded the AAHA's Seal of Acceptance in 2008.

In 2010, The Seattle Times Company (NWJobs.com) named Trupanion Seattle’s ‘Most Pet-Friendly Company’ based on the ability of employees to bring their pet to work, and the full-time dog walking company, that works exclusively for Trupanion, to walk employees’ dogs. The Seattle Times also named Trupanion the company with the ‘Most Unusual Perk’ for offering employees the option of insuring their dog or cat with a $0 deductible. Trupanion was also awarded the ‘Best Place to Work’ and ‘Best Local Business’ in the 2010 Best of KOMO Communities survey, developed by KOMO News.

In 2011 The Huffington Post named Trupanion as one of nine companies across the nation that support a healthy work-life balance for their employees; other companies on the list included Google, Netflix, and Zappos.

On August 9, 2012, The Puget Sound Business Journal announced Washington's Best Workplaces at Safeco Field in Seattle and awarded Trupanion Washington's Best Workplaces 2012 Large Company Bronze Medal.

In May 2011, Trupanion partnered with the American Humane Association in support of the Second Chance Fund®, a program that provides financial assistance to animal welfare organizations. In August 2012, American Humane Association announced Trupanion's sponsorship of the 'service dog' category in the 2012 American Humane Association Hero Dog Awards.