Tom began his professional career with the Bank of Boston as a lender to the real estate industry. His banking experience led him to establish and build a Dallas loan production office for the bank which serviced all of the major Texas real estate developers. Wanting to exercise an entrepreneurial urge, Tom became a developer himself, building a division within a national company, and developing three suburban office buildings and four garden apartment complexes. He raised $120 million in debt and equity, and hired and managed seven support staff.

In 1992 Tom joined the Massachusetts Office of Business Development where he initially helped many small businesses restructure and refinance. Subsequently he helped many start-ups find financing and team members.

Tom founded Easton Investment Company in 1998 to finance and help grow start-ups of all types. Tom serves on the boards of Jarg Corporation, and Mapleworks Technologies. He also serves on the boards of The Capital Network and Harvard Alumni Start-ups and is president of Enterprise 2000. He is a member of Beacon Angels, an early stage angel investing group. Tom is a veteran of the US Navy and a graduate of Harvard College.