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Tom Dugan

Tom Dugan

VP, Strategy

Vice President of Strategy Tom Dugan is driven by a passion to solve meaningful problems for real people. He believes benefits are “needlessly complex, confusing and difficult for anyone to get right.” That is why he comes to work every day – to simplify this complexity so everyone can receive the true value of benefits. As leader of developing Benefitfocus’s business strategy, Tom believes the company’s value lies in removing the noise to help people make better decisions. 

Since 2006, Tom has held leadership roles in Customer Success, Product Management and now as leader of strategy, guiding prioritization and allocation of corporate resources to drive profitable growth and accelerate value creation. Suffice to say, Tom wears a lot of hats.

Roles & Responsibilities

Prior to leading strategy, Tom led Product Management and launched numerous innovations, including the first mobile app in the benefits administration industry, the first solution to integrate health care claims into the employee enrollment experience, and the creation of our voluntary benefit suppliers' network, Benefit Catalog.

Before that, Tom led health plan customer success teams through transformative innovation – notably the “Max Family” data exchange library, which drove the expansion of the health plan business from a few thousand mid-market employers to tens of thousands of small employers and millions of the lives on the platform. 

Street Cred

Tom graduated with a Bachelor of Science in economics from the College of Charleston. He has more than 15 years of experience in enterprise platform software, and in 2018 was named one of the “Top 20 HR Technology Innovators” by Employee Benefit News. 

Hobbies & Interests

Based out of the coastal city of Charleston, South Carolina, Tom is a natural water junky and spends his free time paddleboarding, kayaking and adventuring with his wife of 15 years, his eight-year-old daughter and his five-year-old son.


Tom has always been inspired by people willing to take bold action for what they believe in. One of his favorite books is “Kon Tiki”, the story of an adventurer who believed so much in his theory he was willing to build a wooden raft and drift for months across the pacific ocean to prove it could be done. 

Tom also loves the powerful, yet simple wisdom of the books he reads with his kids. When thinking of bold steps, Tom says to always remember the immortal words of Pete the Cat: “It’s ok to be afraid, but its more fun to surf.”