Brian Gaudet

Brian Gaudet works with private and public companies to help design tax-optimal legal entity structures and day-to-day transaction flows. Brian has wide-ranging experience handling domestic and international transactional tax work for buyers, sellers, and investors as well as experience in state & local tax and tax incentive work, including Qualified Opportunity Zone transactions.

Brian also has Tax & Business practice experience that includes estate planning and trust & estate administration. Brian’s Corporate practice experience includes corporate governance & compliance, mergers & acquisitions, private equity, restructuring, and real estate structuring. He approaches issues tactically, with years of experience developing practical legal strategies for clients. For more than a decade, he served as the Head Tax Counsel at CVS Health.

Brian regularly writes on issues related to his tax practice, including IRS Source-of-Income Rules and Business Interest Deduction Limitations for Health Care Entities.

Concentrations

•Qualified Opportunity Zones
•Legal entity structuring
•Domestic and international planning
•Mergers, acquisitions, and divestitures
•Domestic and international tax compliance
•Executive and incentive compensation
•Tax controversies and litigation
•Rule requests and general taxpayer representations
•Federal and state voluntary disclosures
•Corporate transactions
•Public charities, private foundations, social welfare organizations, and political organizations

Recognition & Leadership

Awards & Accolades

•Listed, The Best Lawyers in America, Business Organizations (including LLCs and Partnerships), 2026
•Recognized, Chambers USA Guide, “Massachusetts - Tax,” 2014-2017