Leadership Team

Darryl Rawlings, Founder & CEO

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Each day, Darryl leads more than 500 pet-loving professionals in the U.S. and Canada to one shared purpose and a singular goal: to help the pets we love receive the best veterinary care. It’s the passion driving everything we do, enabling dogs and cats to lead long, healthy and happy lives.

Darryl has established himself as a leader in medical insurance for cats and dogs. As founder and chief executive officer of Trupanion and founder and member of NAPHIA, Darryl is setting high standards for a growing industry, expanding public awareness of medical insurance for cats and dogs, and expanding the market across North America.

His passion for pet health runs deep. When he was 14, his family dog needed surgery that could have lengthened her life for another 12 years. The cost was beyond his parents’ means and they left the veterinary hospital without her. He vowed that someday pets would have even better medical insurance than people do. And Trupanion has fulfilled that promise with medical insurance for cats and dogs that is remarkably better than most human health insurance.

Trupanion covered its first pet in Canada in 2000 and expanded to the United States in 2008. Since expanding to the U.S., Trupanion has established itself as a market leader and now provides medical insurance for cats and dogs in the United States, Canada, and Puerto Rico. In July 2014, Darryl took this a step further, and lead the company through an IPO. Trupanion is publicly traded on NASDAQ.

Under his leadership, the company continues to experience consistent growth, with revenue growth in excess of 25% in each of the past 39 quarters. Trupanion now covers more than 350,000 pets.

Darryl is a graduate of the British Columbia Institute of Technology. His family includes his wife Caroline, two sons Sam and Bennett, bulldogs Tristen and Priscilla, cat Halle and bird Q.

Asher Bearman, Executive Vice President, Business Development

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Asher joined Trupanion as General Counsel in 2013, after having been Trupanion’s primary outside legal counsel since 2008.

Prior to joining Trupanion, Asher was an attorney with DLA Piper. Asher has a B.A. from the University of Washington, a J.D. from the University of Washington School of Law, and an LL.M. from New York University School of Law. Asher brings more than 10 years of prior legal experience to Trupanion.

Asher lives in West Seattle with his wife, son, and mixed breed puppy, Mouse.

Dusty Bonner, Executive Vice President, Distribution

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Dusty was appointed Head of Leads of Trupanion in April 2020, having previously served as Trupanion’s interim Head of Leads since 2019, and, as a part-owner of Blue Heron Consulting, an advisor to Trupanion since 2019. As Head of Leads Dusty owns strategies to grow Trupanion's lead sources across all channels including veterinary, point of sale and corporate benefits.

Bonner brings a mix of operational and financial leadership to Trupanion, most recently as part owner of Blue Heron consulting, as owner and operator of several North American veterinary practices, and previously as an Officer in the United States Marine Corps where he was responsible for leading groups that have included over 500 marines, and as Financial Officer, responsible for managing over $120 million dollars in assets and the expenditure of over 50 million dollars annually.

Dusty holds a Bachelor of Science degree in Business Administration from Ferris State University in Big Rapids, Michigan.

Chris Cappelletti, Executive Vice President, IT & Data

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Chris Cappelletti is the Chief Technology Officer for Trupanion. For Trupanion Chris manages the software engineering, data warehouse & infrastructure disciplines. Throughout his career he has worked ‘hands-on’ in all three areas making him a very knowledgeable leader for his organization. His passion for software architecture and business process is well known by his peers. That passion helped him become one of the inventors of Trupanion Express – a patented software platform that aims to transform pet insurance by removing the reimbursement model.

Gavin Friedman, Executive Vice President, Legal & People Operations

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Gavin Friedman is Trupanion’s Chief People Officer and General Counsel. Gavin moved from Los Angeles to join Trupanion in September 2016.

Gavin brings more than twenty-two years of legal experience to Trupanion. Prior to Trupanion he worked for AIG Consumer Insurance for nearly fifteen years in different roles, and before that was an attorney for Morrison & Foerster LLP. Gavin has a B.Bus.Sci from the University of Cape Town, South Africa, and a J.D. from the University of California, Berkeley. He lives in Lakewood with his wife, two kids and newest family member Bebe, a Goldendoodle.

Tricia Plouf, Co-President

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Tricia joined Trupanion in 2012. As the Co-President, Tricia oversees the company's finance, actuarial, people and legal, technology, and operations teams. Tricia was previously the Chief Financial Officer of the company. Prior to joining Trupanion, Tricia was the SEC Reporting and Compliance Manager at Concur Technologies, a provider of integrated travel and expense management solutions. Prior to that, Tricia was an Audit Manager at KPMG, a public accounting firm, focusing on public companies. Tricia has a B.A. in Business Administration, Accounting from Seattle University and a B.S. in Computer Science from the University of Minnesota. Tricia enjoys spending time with her husband, two young daughters, and her Yorkie puppy named Hudson.

Margi Tooth, Co-President

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Margi oversees the lead and convert areas of the business. Her mission & focus is twofold: to ensure we have access to communicate with as many of the 1,000,000 new pets that enter the market each month and to convert them with as efficiently as possible. Prior to this, Margi held the positions of Chief Marketing Officer, VP of Digital Marketing and Head of Marketing. Margi moved to Seattle to join the Trupanion team; prior to which she worked for over 7 years in the pet insurance space in the UK. Her experience is deep‐rooted in brand, customer and digital marketing. With many years of experience with the World’s largest pet insurance provider, Margi brings with her a wealth of knowledge which will help Trupanion grow as the best in class.

Margi moved to Seattle with her husband, two young sons and Bernard the cat. Having grown up on a farm and spent hours dreaming of becoming a vet, she channels her animal loving nature in other ways. Her deep rooted love of pets means she can’t help evangelize about the importance of pet insurance to pretty much anyone she meets!

Steve Weinrauch, BVMS, MRCVS, Executive Vice President, Veterinary & Product

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Dr. Steve, BVMS, MRCVS, joined Trupanion after nine years of continuous full time practice in 2013 as Director of Veterinary Direct Pay, then promoted to Chief Veterinary Officer in 2015 and expanded his role to Chief Product Officer in 2016. Steve was born and raised in Boston, trained and met his wife in Scotland, and prides himself on bringing a bit of east coast to Seattle. His wife is also a practicing veterinarian in the Seattle area. Together they share their home with a small herd of dogs and two young and very tolerant sons.

Dr. Steve also has a passion for helping animals and the veterinary professionals who dedicate their lives to them. He is Co-Founder and Medical Director of 2nd Chance Rescue 501(c)(3) and Founder of Mightyvet.org 501(c)(3). Previously he served as Director of De Novo Development at National Veterinary Associates and Partner Veterinarian and Chief of Staff at a large Washington hospital. He has published his research in numerous peer reviewed journals and is licensed to practice in both the USA and the European Union.

Drew Wolff, Chief Financial Officer

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Drew is Trupanion’s Chief Financial Officer and joined the company in 2021. As CFO, Drew is responsible for overseeing Trupanion’s finance and accounting operations including financial planning and analysis, financial reporting, accounting, tax and investor relations. Drew holds over 20 years of strategic and financial management experience, most recently having served as Chief Financial Officer of International for Starbucks, and previously, as Starbucks’ Global Treasurer. Prior to Starbucks, Drew served in a variety of corporate finance and strategy roles, including as Chief of Staff and Head of Corporate Affairs and Strategy for Barclays UK’s retail bank, and as Division Financial Officer for Washington Mutual's retail bank. Drew holds an MBA from the University of Michigan and a B.S. in economics from the United States Naval Academy. Before beginning his career in business, Drew was an officer on board several nuclear submarines. Drew resides on Bainbridge Island, Washington with his wife, Noelle, their two sons, and their Labrador named Abbey.

Board of Directors

Darryl Rawlings, Founder & CEO

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Each day, Darryl leads more than 500 pet-loving professionals in the U.S. and Canada to one shared purpose and a singular goal: to help the pets we love receive the best veterinary care. It’s the passion driving everything we do, enabling dogs and cats to lead long, healthy and happy lives.

Darryl has established himself as a leader in medical insurance for cats and dogs. As founder and chief executive officer of Trupanion and founder and member of NAPHIA, Darryl is setting high standards for a growing industry, expanding public awareness of medical insurance for cats and dogs, and expanding the market across North America.

His passion for pet health runs deep. When he was 14, his family dog needed surgery that could have lengthened her life for another 12 years. The cost was beyond his parents’ means and they left the veterinary hospital without her. He vowed that someday pets would have even better medical insurance than people do. And Trupanion has fulfilled that promise with medical insurance for cats and dogs that is remarkably better than most human health insurance.

Trupanion covered its first pet in Canada in 2000 and expanded to the United States in 2008. Since expanding to the U.S., Trupanion has established itself as a market leader and now provides medical insurance for cats and dogs in the United States, Canada, and Puerto Rico. In July 2014, Darryl took this a step further, and lead the company through an IPO. Trupanion is publicly traded on NASDAQ.

Under his leadership, the company continues to experience consistent growth, with revenue growth in excess of 25% in each of the past 39 quarters. Trupanion now covers more than 350,000 pets.

Darryl is a graduate of the British Columbia Institute of Technology. His family includes his wife Caroline, two sons Sam and Bennett, bulldogs Tristen and Priscilla, cat Halle and bird Q.

Jackie Davidson, Former CFO Market Leader

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With over 25 years of experience as an operating executive for a number of private and public companies, Jackie brings deep financial knowledge and expertise to Trupanion. She has been a key player on innovative leadership teams in SaaS tech businesses and in a variety of other industries. Most recently, she was the CFO at Market Leader which was sold to Trulia. Jackie also chairs the Board of Trustees for the Washington CPA Foundation and serves on the advisory board of ClientLinkt. She is an investor in Seattle Angel Fund, an NACD Governance Fellow, and a CPA. She is a member of the National Association of Corporate Directors, AICPA, and WSCPA. Jackie holds a Bachelor of Arts degree in Business Administration from Washington State University.

Michael Doak, CEO and Co-Chairman of Griffin Highline

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Michael Doak is Chief Executive Officer, Managing Partner and Co-Chairman of Griffin Highline. Prior to founding Griffin Highline, Mr. Doak served in various leadership roles at entities associated with RenaissanceRe, a global provider of reinsurance and insurance services, since June 2010, most recently as President of RenaissanceRe Ventures U.S. LLC and the portfolio manager of the direct investments equity portfolio. Alongside other senior executives, he executed all of the RenaissanceRe acquisitions and divestitures, including the $1.9Bn Platinum Re and $1.5Bn Tokio Millenium Re acquisitions. In addition, Mr. Doak was a senior member of the team that managed in excess of $10Bn of ILS / alternative reinsurance capital.

Mr. Doak is a Director and Chairman of the Nominating and Governance Committee of Trupanion, Inc. (NSDQ: TRUP) and a Director of Langhorne Holdings, a global life reinsurer targeting large in-force life and annuity portfolios. He was previously a Director of Tower Hill Insurance Group, a Director of The Woodlands Financial Group and a Director of DaVinci Reinsurance Ltd.

Prior to RenaissanceRe, Mr. Doak was an investment banker in the Financial Institutions Group at Morgan Stanley & Co. LLC, where, among other transactions, he represented the United States Federal Reserve and Treasury in the $180Bn rehabilitation of AIG and SAFECO in its $6.2Bn sale to Liberty Mutual. He received a BA from the University of Virginia and a JD from the University of Pennsylvania Law School.

Eric Johnson, Partner, Locke Lord LLP

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Eric Johnson is a partner at the international law firm of Locke Lord LLP with over fifteen years of experience assisting both public and private entities access the debt capital markets. He brings to Trupanion a nuanced understanding of state administrative, regulatory, and legislative matters from a decade of working in state government in Texas. Eric currently serves on the Board of Regents of Pepperdine University. He is also a member of the Council on Foreign Relations and the National Association of Corporate Directors. Eric earned his bachelor’s degree cum laude in history from Harvard University. He also holds a law degree from the University of Pennsylvania and a master’s degree in public affairs from the School of Public and International Affairs at Princeton University.

Daniel Levitan, Co-Founder Maveron

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Dan is a transplant from New York, a fact given away the second he says "cawfee". He moved to Seattle after helping Starbucks accomplish its blockbuster IPO as an investment banker at Wertheim Schroder & Co. Ho co-founded Maveron with Howard Schultz in 1998 as a seed and early stage venture capital firm investing in consumer-only businesses. But please don't call him an ex-investment banker and we'll leave it at that.

In his over 20-year career at Maveron, Dan has led many successful exits, including Trupanion (NYSE: TRUP), zulily (NASDAQ: ZU), Potbelly (NASDAQ: PBPB), Capella Education Company (NASDAQ: CPLA), eBay (NASDAQ: EBAY), and Shutterfly (NASDAQ: SFLY). He currently serves on the Board of Directors for Allbirds, Daring Foods, Domain Money, Engageli, Otis, Pacaso, Trupanion, and Two Chairs.

Dan currently serves as a member of the Boards of Trustees of Seattle Children’s Healthcare System and Seattle Children’s Hospital and he also serves on the Investment Advisory Committee for Seattle Children’s which oversees over $2B in AUM. Dan is also a board member of The Rock Center for Entrepreneurship at Harvard Business School where he acts as a judge at the annual New Venture Competition. Dan is also chair of Brothers for Life, a charity that helps wounded Israeli combat soldiers.

Dan adores his wife and their two daughters, and Duke basketball is a close second. He's climbed Mount Kilimanjaro once and Mount Rainier twice, solidifying his love for Marmot and the Pacific Northwest.

Dan graduated from the Horace Mann School and received a BA, magna cum laude, from Duke University, and an MBA from Harvard Business School.

Murray Low, Professor, Columbia Business School

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Murray was a crucial advisor at Trupanion's inception and now serves as Chairman of its board of directors. An argument could be made that Murray also should give a first-person testimonial for the value of Trupanion's product and service, as his terrier, "Lucky," for a while was not, and generated significant claims activity.

"Lucky was lucky we had pet insurance!" Murray says. The black toy poodle pictured with Murray is Lucky's little sister, Maggie.

Professor Low (Murray has been a professor at Columbia Business School since 1990) is a professor of executive education at Columbia Business School. Since January 1996, he has been president of Low & Associates, a consulting firm. Professor Low received a Ph.D. in Entrepreneurial Management from the University of Pennsylvania.

Howard Rubin, Former Chief Operating Officer Trupanion

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Prior to joining Trupanion as its Chief Operating Officer, Howard was the founding Chief Executive Officer of BrightHeart Veterinary Centers, the first national network of advanced-care veterinary facilities solely focused on acquiring specialty veterinary hospitals and emergency clinics.

BrightHeart's specific emphasis was on building partnerships with referring veterinarians and pet owners to provide the highest standards and widest range of options in pet care.

Howard is widely considered to be among the nation's leading authorities on the economics and operations of veterinary practices. He was the founding Chief Executive Officer of the National Commission on Veterinary Economic Issues (NCVEI), which was created to improve the economics of veterinary practices through a joint effort of the American Veterinary Medical Association (AVMA), the American Animal Hospital Association, and the Association of American Veterinary Medical Colleges, together with key members of the animal health industry. Under Howard's leadership the NCVEI collected information and performed research studies to empirically establish best practice models for veterinary practice. As Chief Executive Officer, Howard developed NCVEI's innovative educational materials, training programs and benchmarking tools that have helped more than 15,000 veterinary practices throughout the United States, Canada, and the Netherlands to significantly improve their operating efficiencies, as well as their financial performance. Howard lectures extensively on the economics and operations of veterinary practice to both veterinarians and members of the animal health industry.

Prior to his leadership role at NCVEI, Howard served as Chief Executive of Cardiopet Inc., the largest provider of telemedical services in the animal health industry, which supported nearly sixty percent of U.S. veterinarians and practitioners in twenty foreign countries. Under his direction, Cardiopet founded The Veterinary Referral Centre in Little Falls, NJ, one of the first comprehensive, multi-specialty veterinary hospitals in North America. Subsequently, Howard was a Divisional Vice President of IDEXX Laboratories, Inc., a leading veterinary diagnostic company, after it purchased Cardiopet.

Howard is currently an Emeritus member after having served on the Board of Overseers of the Veterinary College at Tufts University, and is a former member of the Board of Trustees of the Animal Medical Center in New York City. He is the Veterinary Specialists in Private Practice (VSIPP) 2008 Spirit of Excellence Award winner. Howard was honored by the AVMA in January 2008 at the AVMA's Annual Leadership Conference for his "exceptional service and leadership" while leading the National Commission, and for his contributions to the improvement in the economics and operations of veterinary practices. He is a Member of the Board of Trustees of the Atlantic Coast Veterinary Conference and a Board Member of the AVMA GHLIT Pet Insurance Advisory Council.

Howard started his career as a certified public accountant with Price Waterhouse. From there he spent much of the next ten years working in venture capital, raising money and buying, selling and operating businesses. His first involvement in animal health came over twenty years ago as a Director of GeneLink Australia Inc., a company that developed a breeding hormone and delivery system for sheep and a formulated treatment for calf scours. He earned a BA in Economics and Political Philosophy from Ohio Wesleyan University and an MBA in Finance and Accounting from Washington University in St. Louis.

Dr. Zay Satchu, Chief Veterinary Officer and Co-Founder, Bond Vet

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Dr. Zay Satchu joins the Trupanion Board of Directors after nearly two decades in the veterinary industry. She is currently the Chief Veterinary Officer and Co-Founder of Bond Vet, a rapidly growing group of tech-enabled veterinary care practices. She developed Bond Vet to fill an urgent care niche, providing convenient, easy access to veterinary expertise during those concerning moments when pet parent need answers — a clear alignment with Trupanion’s commitment to pet health. She brings to Trupanion an understanding of the pet health ecosystem, deep knowledge of the modern veterinary consumer, and a differentiated perspective on the state of affairs of the veterinary industry. Zay earned her Doctor of Veterinary Medicine from the Ontario Veterinary College, and a Bachelor’s Degree with Honors from the University of Guelph.

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