About

Alan D. MacEwan is an attorney at Drummond Woodsum in Portland, Maine whose practice focuses on business and corporate law, mergers and acquisitions, securities, and venture capital matters. He advises businesses, entrepreneurs, and investors on buying and selling companies, financing, ownership structures, and other corporate transactions. His practice includes Mergers & Acquisitions, Non-Profit & Tax Exempt Entities, Securities Law, and Venture Capital & Emerging Companies.

MacEwan earned a J.D. from Syracuse University and a B.A. from Colby College. His academic background supports a transactional practice centered on corporate structure, finance, and deal execution. This background supports MacEwan’s legal analysis and problem solving in business and corporate transactions, including work that requires close attention to detailed facts, governing rules, and practical consequences.

MacEwan’s experience includes nearly 30 years of business law work and more than 100 merger and acquisition transactions with values ranging from approximately $1 million to $300 million. MacEwan counsels clients through the planning, negotiation, documentation, and closing stages of significant business transactions while also advising on securities and governance considerations. Through these matters, MacEwan helps clients assess legal options, manage risk, and move through transactions, disputes, administrative processes, or litigation as the situation requires.

Alan D. MacEwan brings long-standing transactional experience to matters involving established companies, emerging businesses, investors, and nonprofit organizations. His work requires coordinating legal, financial, and operational considerations across complex transactions. In serving businesses, entrepreneurs, and investors, MacEwan brings practical judgment and subject-matter knowledge to the issues presented. MacEwan helps clients structure investments, complete acquisitions and sales, and manage corporate legal needs with advice grounded in the specific facts and legal framework of each matter.

Law Office Affiliations

  • Attorney, Drummond Woodsum
  • Fellow and Member, Maine State Bar Association
  • Member, New York State Bar Association
  • Member, American Bar Association: Business Law Section
  • Board Member, Institute for Family-Owned Business
  • Past Chair, The Jackson Laboratory, National Council-Maine Region
  • Editorial Committee, ABA Model Stock Purchase Agreement Task Force
  • Drafting Committee, Revised Maine Business Corporation Act
  • Corporator, Maine Health/Maine Medical Center
  • Volunteer, Preble Street Soup Kitchen

Licensed State

  • Maine
  • New York

Education

  • Syracuse University
    Juris Doctor (JD)
  • Colby College
    Bachelor of Arts (BA)

Awards & Badges


Maine State Bar AssociationNew York State Bar Association
Business
  • Closely Held Business
  • Contracts & Agreements
  • Corporate & Incorporation
  • Financial Markets & Services
  • Licensing
  • Mergers & Acquisitions
  • Nonprofit Organizations
  • Tax
  • Transportation
  • Venture Capital

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