About

David S. Sherman is an attorney at Drummond Woodsum in Portland, Maine whose practice focuses on civil litigation involving business, real estate, probate, and creditors’ rights matters. He represents businesses and other clients in state, federal, and bankruptcy courts. His practice areas include Litigation, Bankruptcy & Debtor/Creditor Litigation, Business & Commercial Litigation, Probate Litigation, and Real Estate Litigation.

Sherman earned a J.D. from the University of Michigan Law School in 1988 and a B.A. from the University of Texas in 1984. His legal education preceded more than three decades of civil litigation practice. This background supports Sherman’s legal analysis and problem solving in civil and commercial litigation, including work that requires close attention to detailed facts, governing rules, and practical consequences.

Sherman’s experience includes commercial disputes, real estate litigation, probate matters, creditor and debtor issues, and cases involving financial services, insurance carriers, paper companies, and Maine businesses. Sherman handles litigation from early case assessment through trial and appellate stages, including matters in federal and bankruptcy courts where procedural and financial issues can be central. Through these matters, Sherman helps clients assess legal options, manage risk, and move through transactions, disputes, administrative processes, or litigation as the situation requires.

David S. Sherman brings more than 30 years of courtroom experience to a broad civil and commercial litigation practice. His work spans disputes involving contracts, property, estates, business relationships, and financial obligations. In serving businesses, creditors, and property stakeholders, Sherman brings practical judgment and subject-matter knowledge to the issues presented. Sherman helps businesses and other clients evaluate claims, protect rights, and resolve complex civil disputes with advice grounded in the specific facts and legal framework of each matter.

Law Office Affiliations

  • Of Counsel, Drummond Woodsum
  • Member, Maine State Bar Association
  • Campaign Chair, Maine’s Campaign for Justice (2015)
  • Founding Board Member and President, Maine Volunteer Lawyers Project (2016-2020)
  • Member, Cumberland County Bar Association
  • Board of Governors, Portland Country Club
  • Board Member and Volunteer, Boys and Girls Clubs of Greater Portland (1995-2020)
  • Board Member and Advisor, including two years as President, Cape Elizabeth Education Foundation (2003-2013)
  • Board Member, ecomaine (2011-2013)
  • Chair, Cape Elizabeth Town Council (2011-2012)
  • Member and Chair, Town of Cape Elizabeth Planning Board (2000-2006)

Licensed State

  • Maine

Education

  • University of Michigan Law School
    Juris Doctor (JD)
  • University of Texas
    Bachelor of Arts (BA)

Awards & Badges


Maine State Bar AssociationCumberland County Bar Association
Lawsuits & Disputes
  • Alternative Dispute Resolution
  • Appeals
  • Arbitration
  • Litigation
Bankruptcy
  • Creditor Debtor Rights
Estate Planning
  • Probate
Real Estate
  • Condominium
Business
  • Business Litigation
  • Corporate & Incorporation

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