Alan D. MacEwan

Alan D. MacEwan


Drummond Woodsum

Recognized since 2007

Portland, Maine

Practice Areas

Closely Held Companies and Family Businesses Law

Corporate Law

Mergers and Acquisitions Law

Lawyer of the Year Badge - 2022 - Closely Held Companies and Family Businesses Law Lawyer of the Year Badge - 2021 - Closely Held Companies and Family Businesses Law Lawyer of the Year Badge - 2019 - Mergers and Acquisitions Law Lawyer of the Year Badge - 2018 - Closely Held Companies and Family Businesses Law Lawyer of the Year Badge - 2015 - Closely Held Companies and Family Businesses Law
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For nearly 30 years, Alan MacEwan has advised businesses, entrepreneurs and investors on a comprehensive spectrum of corporate matters. Alan focuses on mergers and acquisitions, although he prefers to think of his practice more as “buying and selling companies.” He has successfully negotiated over 100 such transactions ranging from $1 million to $300 million, and combines client-specific expertise with creative problem-solving to deliver on his clients’ transaction objectives. And, working in a way that is enjoyable for all parties makes the transaction even more rewarding; having a sense of humor doesn’t hurt either!

Alan’s clients include small to middle market organizations, closely held and family-owned corporations and companies, individual investors, and investor groups. The personal side of M&A – working directly with owners and senior management – is tremendously rewarding for Alan. He equally enjoys assisting these owner-managers with their post-transaction corporate legal needs and has advised numerous boards of directors over the years.

Alan has dedicated a significant amount of time and energy to enhancing the legal profession. For eight years, he served on the ABA Editorial Committee that published the Model Stock Purchase Agreement, or “RMSPA.” Alan is also devoted to nurturing the legal minds of the future and has taught negotiated transactions at Boston University School of Law as an adjunct professor since 2013.

Alan enjoys spending time with his family of five (plus two dogs), cooking, and playing racket sports. Deeply committed to civic engagement and community service, Alan has acted as a Corporator on the board of Maine Health/Maine Medical Center for 26 years, and he volunteers at the Preble Street Soup Kitchen.

Location
  • 84 Marginal Way, Suite 600
    Portland, ME 04101-2480
Languages
  • English
Education
  • Syracuse University, J.D., graduated 1981
  • Colby College, BA, graduated 1978
Bar Admissions
  • New York, New York State Bar Association
  • Maine, Maine State Bar Association
Affiliations
  • ABA Model Stock Purchase Agreement Task Force Editorial Committee - Member
  • American Bar Association, Business Law Section: Negotiated Acquisitions Committee - Member
  • Maine Bar Foundation - Fellow
  • Maine State Bar Association - Member
  • Revised Maine Business Corporation Act Drafting Committee - Member

Drummond Woodsum
Headquarters: Portland, Maine

46 The Best Lawyers in America® awards

11 Best Lawyers: Ones to Watch® in America awards

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Lawyer of the Year Badge - 2022 - Closely Held Companies and Family Businesses Law Lawyer of the Year Badge - 2021 - Closely Held Companies and Family Businesses Law Lawyer of the Year Badge - 2019 - Mergers and Acquisitions Law Lawyer of the Year Badge - 2018 - Closely Held Companies and Family Businesses Law Lawyer of the Year Badge - 2015 - Closely Held Companies and Family Businesses Law
Named "Lawyer of the Year" by Best Lawyers® for:
  • Closely Held Companies and Family Businesses Law, Portland, ME (2022)
  • Closely Held Companies and Family Businesses Law, Portland, ME (2021)
  • Mergers and Acquisitions Law, Portland, ME (2019)
  • Closely Held Companies and Family Businesses Law, Portland, ME (2018)
  • Closely Held Companies and Family Businesses Law, Portland, ME (2015)
Recognized in The Best Lawyers in America® 2025 for work in:
  • Closely Held Companies and Family Businesses Law
  • Corporate Law
  • Mergers and Acquisitions Law
Special Focus:
  • Corporate Compliance
  • Corporate Finance
  • Corporate Governance
  • Mergers & Acquisitions
  • Transactions
  • Venture Capital
Awards:
  • AV Rated by Martindale-Hubbell
  • Recognized in Chambers USA: America's Leading Lawyers for Business under Corporate / M&A
  • Selected by peers for inclusion in New England Super Lawyers© under Business / Corporate Law

Publications

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