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Thomas  Massimo

Thomas Massimo

Retired from the Commonwealth of Massachusetts, where he was a senior executive for more than 20 years.


JD, Suffolk University Law School; MPA, Harvard Kennedy School; BS, Roger Williams College

Professional Background

Tom was most recently the Chief Operating Officer at the Department of Transitional Assistance, a large human service agency serving one in eight Massachusetts residents. Tom was in charge of all internal operations, including Finance and Budget, Program Integrity,Internal Controls, Human Resources and Labor Relations, IT, Facilities, and Procurement. Tom was part of the executive team that transformed DTA from a distressed agency to a high-functioning one by incorporating a business process redesign and adopting innovations like a web portal and mobile app, electronic document scanning, advanced data analytics and behavioral economics to improve timeliness and efficiency. Legal issues included federal and state regulations and oversight, legislation, and litigation from internal and external stakeholders. Labor and employment negotiation, litigation and defense of discrimination claims were inherent aspects of his role. He has practiced in Massachusetts and Federal Courts, and appeared in several state and federal agencies.

In addition, he was briefly the Acting Commissioner of DTA during the blizzards of 2015, and had been a senior leader in the Department of Environmental Protection prior to DTA, including a stint as the Acting Assistant Secretary of Human Resources in the Executive Office of Energy and Environmental Affairs.

A Graduate of Suffolk University Law School, Tom was in private practice in Boston prior to joining the state. He holds an MPA from the Harvard Kennedy School and has taught management and law courses to graduate students and undergraduates at area colleges for 25 years. He also a strategic consultant  pro bono for non-profit organizations.