Reid M. Wakefield Reid M. Wakefield Reid M. Wakefield

Reid M. Wakefield

Of Counsel

Overview

Reid’s goal is to help clients avoid and solve problems. He partners with clients to advise on and resolve the complex and challenging issues employers face in an efficient and effective manner. Reid is very detail-oriented and provides straightforward and practical advice to employers on day-to-day employment issues. He routinely drafts employment agreements, severance agreements, handbooks, and workplace policies. Additionally, clients trust Reid to conduct internal investigations of workplace matters, including at the executive level.

Reid is an experienced litigator who enjoys the challenge of handling complex disputes. He views litigation as a problem to solve, with the goal of resolving claims in the most effective and practical manner possible, whether through motion practice, negotiated resolution, or litigation through trial and beyond.

Reid frequently represents employers and their leaders before federal and state courts and administrative agencies, including the Massachusetts Commission Against Discrimination and the Equal Employment Opportunity Commission. His litigation practice focuses on the defense of discrimination, harassment, retaliation, disability accommodations, wrongful termination, breaches of employment agreements, and wage and hour laws. His litigation work also includes restrictive covenants, business torts, housing and public accommodation discrimination, and other civil rights claims.

Prior to joining the firm, Reid served as Commission Counsel for the Massachusetts Commission Against Discrimination. He previously worked in private practice in Tallahassee, Florida, as well as with the Florida Office of the Attorney General.

Education
  • Florida State University (2009)
  • University of Massachusetts – Dartmouth (2006)
Bar Admissions
  • Massachusetts
  • Florida
  • U.S. District Court for Massachusetts
  • U.S. District Courts for the Northern, Middle, and Southern Districts of Florida
  • U.S. Court of Appeals for the First Circuit
  • U.S. Court of Appeals for the Eleventh Circuit
Affiliations
  • Co-Chair, Worcester County Bar Association Labor & Employment Law Section
Awards & Recognitions
  • Included in The Best Lawyers: Ones to Watch in America™ for his work in Litigation – Labor and Employment (2025, 2024)
  • Recognized by Boston magazine and Law & Politics as a Massachusetts “Rising Star” (2024)
Articles & Speaking Engagements
Experience
  • Reid successfully defended claims of discrimination against a regional hospital and its physician leaders brought by a physician whose employment was terminated due to quality issues. He secured dismissal of multiple claims and parties at summary judgment, and, following a two-week jury trial in federal court, obtained a defense verdict on all remaining claims.
  • Reid has obtained dismissals of numerous complaints brought at the Massachusetts Commission Against Discrimination with Lack of Probable Cause Findings.
News & Insights
Giving Back
Giving Back

Reid has handled multiple pro bono matters through legal aid and frequently volunteers for pro bono legal services programs.

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