David J. "Dave" Nagle

David J. "Dave" Nagle

Boston, MA recognized lawyers icon Recognized in Best Lawyers since 2011
Sullivan & Worcester LLP

39 Best Lawyers awards

Sullivan & Worcester LLP logo

Awarded Practice Areas

Litigation and Controversy - Tax Tax Law
*Named the "Lawyer of the Year" in this practice area in the 2026 edition in Boston.

Biography

David serves as Managing Partner and is a Tax Partner in Sullivan’s Boston office, bringing over 25 years of experience to his dual roles.

Leadership Role

As Managing Partner, David collaborates closely with the firm’s Management Committee, partners, and business professionals to advance Sullivan’s vision of becoming a leading global, commercially focused mid-size law firm. He is dedicated to:

  • Cultivating a culture of deep loyalty and high performance
  • Implementing innovative talent strategies in acquisition, integration, development, and retention
  • Ensuring excellence in legal service across key practice areas, including investment management, finance and capital markets, M&A, real estate, and tax law

Tax Expertise

David specializes in representing taxpayers in disputes with the Massachusetts Department of Revenue and the Internal Revenue Service. His practice encompasses:

  • Advising businesses and individuals through tax audits, administrative appeals, and litigation
  • State tax planning for complex business transactions
  • Residency planning for individuals leaving Massachusetts

Representative Matters

  • Dagres v. Commissioner of Revenue, 136 T.C. 263 (2011): Secured a Tax Court ruling allowing a venture capitalist to deduct certain expenses as ordinary and necessary business expenses under Section 162 of the Internal Revenue Code.
  • Town Fair Tire Centers, Inc. v. Comm’r of Revenue, 454 Mass. 601 (2009): Successfully argued before the Massachusetts Supreme Judicial Court that a retailer was not liable for Massachusetts use tax on tires purchased and installed out of state.
  • Comm’r of Revenue v. Comcast Corporation, 453 Mass. 293 (2009): Obtained a Massachusetts Supreme Judicial Court decision affirming that the work product doctrine protects communications between in-house corporate counsel and outside tax accountants from disclosure.
Sullivan & Worcester LLP

39 Best Lawyers awards

Sullivan & Worcester LLP logo

Overview

  • Boston University School of Law, LL.M., graduated 2000
  • Harvard University, J.D., graduated 1997
  • University of Michigan, M.A., graduated 1995
  • University of Virginia, B.A., graduated 1991

  • Massachusetts, Bar

  • American College of Tax Counsel - Fellow
  • American Bar Association, Section of Taxation - Member
  • Boston Bar Association - Education Committee; Former Co-Chair, Tax Section; Former Co-Chair, State & Local Tax Committee
  • Massachusetts Department of Revenue (DOR) - Former Advisory Council Member
  • Massachusetts Continuing Legal Education, Inc. (MCLE) - Tax Curriculum Advisory Committee
  • State Tax Committee of Associated Industries of MA (AIM) - Member

  • U.S. District Court, District of Massachusetts
  • U.S. District Court, District of Connecticut
  • U.S. Tax Court
  • U.S. Court of Appeals for the First Circuit
  • Massachusetts, Bar
  • American College of Tax Counsel - Fellow
  • American Bar Association, Section of Taxation - Member
  • Boston Bar Association - Education Committee; Former Co-Chair, Tax Section; Former Co-Chair, State & Local Tax Committee
  • Massachusetts Department of Revenue (DOR) - Former Advisory Council Member
  • Massachusetts Continuing Legal Education, Inc. (MCLE) - Tax Curriculum Advisory Committee
  • State Tax Committee of Associated Industries of MA (AIM) - Member
  • Boston University School of Law, LL.M., graduated 2000
  • Harvard University, J.D., graduated 1997
  • University of Michigan, M.A., graduated 1995
  • University of Virginia, B.A., graduated 1991
  • U.S. District Court, District of Massachusetts
  • U.S. District Court, District of Connecticut
  • U.S. Tax Court
  • U.S. Court of Appeals for the First Circuit

Client Testimonials

Dave is immediately responsive to our complex and novel questions, and prepares detailed yet concise explanations of the law and our options. He also sends us information that he knows is relevant to our practice so that we can stay informed as we wish. I have seen Dave collaborate with a wide variety of stakeholders in order to advance his clients' needs, with others looking to him as the most credible voice in the room. He is a model of clarity and efficiency, provides excellent guidance, and is a joy to work with.

Mary Bonauto (Gay & Lesbian Advocates & Defenders)

Boston, MA

David Nagle was very effective and clearly communicated his understanding of the legal issues. He was very impressive in his arguments and thoroughly studied the laws. I really enjoyed working with him and felt very confident that we were in good hands!

Kathy Tutino (Town Fair Tire)

Awards & Focus

Lawyer of the Year Badge - 2026 - Litigation and Controversy - Tax Lawyer of the Year Badge - 2023 - Litigation and Controversy - Tax Lawyer of the Year Badge - 2020 - Tax Law Lawyer of the Year Badge - 2018 - Litigation and Controversy - Tax Lawyer of the Year Badge - 2016 - Litigation and Controversy - Tax Lawyer of the Year Badge - 2014 - Tax Law Lawyer of the Year Badge - 2012 - Litigation and Controversy - Tax
Named "Lawyer of the Year" by Best Lawyers® for:
  • Litigation and Controversy - Tax, Boston (2026)
  • Litigation and Controversy - Tax, Boston (2023)
  • Tax Law, Boston (2020)
  • Litigation and Controversy - Tax, Boston (2018)
  • Litigation and Controversy - Tax, Boston (2016)
  • Tax Law, Boston (2014)
  • Litigation and Controversy - Tax, Boston (2012)
Recognized in The Best Lawyers in America® 2026 for work in:
  • Litigation and Controversy - Tax
  • Tax Law
Additional Areas of Practice:
  • International Mergers and Acquisitions

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