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James W. Dawson, Jr.

James W. Dawson, Jr.

James W. Dawson, Jr. counsels businesses, organizations and individuals on a variety of federal, state and local tax matters, including:

  • A broad range of multistate tax planning and controversy matters including:
    • Business and individual income, franchise and licensing taxes
    • Sales and use tax
    • Admissions and amusements tax
    • Withholding taxes
    • Personal property taxes
    • Special local taxes
    • Nexus determinations
    • Voluntary disclosure agreements
  • Complex business transactions
  • Employment tax issues:
    • Employee vs. independent contractor
    • Trust fund recovery penalty
    • Responsible person liability
  • Representation before:
    • United States Tax Court
    • Maryland Tax Court
    • State administrative agencies
    • Internal Revenue Service
  • Investigative proceedings
  • Tax litigation
  • Legislation

He also counsels clients on a variety of estate planning and administration issues.

Before joining Miles & Stockbridge P.C. as counsel, he was an associate with Stein, Sperling, Bennett, De Jong, Driscoll & Greenfeig, P.C. in Rockville, Maryland. In 1994, he joined the Comptroller of Maryland's office and was appointed and served as the assistant director, legal, for the Comptroller of Maryland until returning to private practice at the end of 2005.  As an assistant director, legal, he oversaw the operational aspects of the Revenue Administrative Division in its interpretation and application of the state’s income, estate, sales and use, and admissions and amusement tax laws, rules and regulations.  He began his professional career in the tax department of Ernst & Young where he focused on business taxes, ERISA, and tax-exempt organizations.

Jim graduated from The University of Baltimore School of Law. He earned a bachelor’s degree in accounting from Frostburg State University. He is a frequent presenter on state and local tax matters and currently co-chairs the American Bar Association, State and Local Tax Committee State Tax Transparency Task Force.  He is also a past-chair of the Maryland State Bar Association’s taxation section.

Click here for more information on the State & Local Tax (SALT) Group on LinkedIn.

Affiliations & Recognition

Professional Involvement

  • American Bar Association: Taxation Section, State and Local Tax Committee; Business Law Section, State and Local Tax Committee

  • Baltimore County Bar Association

  • District of Columbia Bar Association

  • Former Counsel to the Greater Catonsville Chamber of Commerce

  • Linked In: Created a state and local tax forum for professionals

  • Maryland State Bar Association, Taxation and Estates and Trusts Sections; Taxation Section Council (2001- Present), Chair (2007-2008), Vice-Chair (2006-2007), Secretary/Treasurer (2005-2006)

  • Montgomery County Bar Association


  • Best Lawyers in America®: Selected for inclusion in the areas of Litigation & Controversy - Tax and Tax Law (2013-2019)

  • Martindale-Hubbell Peer Review Rating: AV Preeminent® Rated

  • Maryland Society of Accountants, Inc.: Member Service Award (2008)

  • Maryland Super Lawyers®: Selected for inclusion in the area of Tax, Estate Planning & Probate, Business/Corporate (2012); Tax (2013-2019)

  • Washington, D.C. Super Lawyers®:  Selected for inclusion in the area of Tax Law (2012-2018)

  • Washingtonian: Washington’s Top Lawyers Issue (December 2017)


Case Examples


Industries Served:


Press Coverage


"Maryland Taxes," MICPEL, 4th Edition (Contributing Author: Chapter 2; Chapter 13) (January 01, 2008).

Speaking Engagements

"CPA Mobility," MSA 2008 Symposium of Professional Regulation Legislation (January 01, 2008).
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  • Fax Number: 301.762.0363

  • Baltimore Main Line: 410.727.6464

  • Fax Number: 410.385.3700