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Robert F. Macdonald

Bernstein, Shur, Sawyer & Nelson, P. A.

ShareholderPortland, ME
Mergers & AcquisitionsPortland, ME

Recognized for

Mergers & Acquisitions

The Elite Counsel Perspective

Growth and succession demand more than dealmaking; Bob’s exceptional M&A judgment draws on firsthand automotive business experience and a background in restructuring.

Growth and succession demand more than dealmaking; Bob’s exceptional M&A judgment draws on firsthand automotive business experience and a background in restructuring.

— Elite Counsel
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Overview

Bob advises clients on mergers and acquisitions, guiding complex transactions connected to strategic growth and succession planning. His broader practice spans business, franchise and product distribution law, with a particular focus on the automotive industry. He works with large automotive dealer groups, single- and multi-location franchisees, family-owned manufacturing and distribution companies, entrepreneurs and other commercial entities.

Bob’s understanding of business operations began in his family’s automobile business, where he grew up and worked. That experience informs his perspective on the challenges facing family-owned enterprises. He has also worked as a business restructuring consultant, a background he draws on when advising clients through organizational change. Alongside transactions and franchise matters, he counsels businesses on corporate structure and compliance, particularly in the automotive sector.

Bob brings firsthand business experience to his legal advice, focusing on clients’ objectives and the practical considerations behind their decisions. His work connects transaction planning with the business and governance issues that can shape a company’s growth or succession.

Education

  • JD, University of Maine School of Law, 1990
  • BA, Colby College, 1987
  • London School of Economics, 1986

Admissions

  • Commonwealth of Massachusetts
  • State of Maine
  • State of New Hampshire
  • State of Vermont

Honors & Recognition

  • The Best Lawyers in America® 2025 (Ranked since 2008)
    • Franchise Law
  • AV Rated – Martindale-Hubbell

Professional Associations

  • Massachusetts Bar Association
  • New Hampshire Bar Association
  • National Association of Dealer Counsel
  • Big Brothers Big Sisters
  • Victoria Mansion

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