Drawing on decades of experience, Tom is known for providing practical, solutions-oriented guidance across the business life cycle—from entity formation and capital structuring to complex reorganizations, mergers and acquisitions, and dissolutions. He routinely negotiates and drafts business-critical agreements, including stock and asset purchase agreements, LLC and partnership agreements, investment and financing documents, and executive compensation arrangements.

Tom also represents clients before the Internal Revenue Service and the Massachusetts Department of Revenue, advocating on their behalf in connection with tax controversies and settlement negotiations. He has particular experience resolving disputes related to business sales, executive compensation, and fiduciary matters.

In addition to his corporate and tax practice, Tom advises select business owners and high-net-worth individuals on foundational estate planning strategies. He also works with corporations, partnerships, nonprofits, and trusts on a range of federal and state tax planning issues.

A frequent writer and speaker, Tom has authored numerous articles on complex tax topics, including corporate reorganizations, choice of entity, equity compensation, like-kind exchanges, partnership allocations, and tax implications of debt restructuring.