Bruce M. Reynolds

Bruce M. Reynolds

Lexington, KY recognized lawyers icon Recognized in Best Lawyers since 1993
Stites & Harbison PLLC

98 Best Lawyers awards

Stites & Harbison PLLC logo

Awarded Practice Areas

Employee Benefits (ERISA) Law Litigation and Controversy - Tax Tax Law

Biography

Bruce Reynolds is a Member of the firm based in its Lexington office although he advises lawyers located in other offices as to complex tax matters. His practice focuses primarily on taxation and tax related matters, including tax controversies and disputes, business transactions and estate planning for business owners. He also has been involved in numerous disputes involving fiduciary relationships.

During his long career with Stites & Harbison, Bruce has assisted many of the firm's largest clients with a myriad of complex federal, state, and local tax matters. His most notable tax case involved the successful representation of a Chicago Board of Trade floor trader before the United States Tax Court in a commodity straddles case which resulted in a decision that invalidated two Treasury regulations. He also has assisted clients in obtaining favorable private letter rulings from the Internal Revenue Service in a variety of matters of first impression.

Before Stites & Harbison

After graduating from college and law school at the University of Kentucky, Bruce spent four years in Washington, D.C. working first for the Chief Counsel of the Internal Revenue Service and then as an attorney-advisor to the Hon. J. Gregory Bruce, Judge of the United States Tax Court. Also, while in Washington, he earned an LL.M. in Taxation from Georgetown University.

Stites & Harbison PLLC

98 Best Lawyers awards

Stites & Harbison PLLC logo

Overview

  • English

  • University of Kentucky, J.D., graduated 1970
  • Georgetown University, LL.M, graduated 1974
  • University of Kentucky, BA, graduated 1968

  • Kentucky, Kentucky Bar Association

  • American Bar Association - Member
  • Kentucky Bar Association - Member

  • Department of Justice (DOJ) - Assistant Attorney General for the Tax Division (TAX)
  • English
  • Kentucky, Kentucky Bar Association
  • American Bar Association - Member
  • Kentucky Bar Association - Member
  • University of Kentucky, J.D., graduated 1970
  • Georgetown University, LL.M, graduated 1974
  • University of Kentucky, BA, graduated 1968
  • Department of Justice (DOJ) - Assistant Attorney General for the Tax Division (TAX)

Client Testimonials

Awards & Focus

Lawyer of the Year Badge - 2025 - Tax Law Lawyer of the Year Badge - 2014 - Employee Benefits (ERISA) Law Lawyer of the Year Badge - 2011 - Tax Law
Named "Lawyer of the Year" by Best Lawyers® for:
  • Tax Law, Lexington (2025)
  • Employee Benefits (ERISA) Law, Lexington (2014)
  • Tax Law, Lexington (2011)
Recognized in The Best Lawyers in America® 2026 for work in:
  • Employee Benefits (ERISA) Law
  • Litigation and Controversy - Tax
  • Tax Law
Awards:
  • Martindale-Hubbell AV-rated
  • Kentucky Super Lawyers

Case History

Cases
  • IRS Collections
Obtained, in a case of first impression, a U.S. District Court injunction against IRS collection activities pursuant to IRC § 6331(i)
  • Termination of Health Alliance
Assisted a community hospital to terminate its participation in a health alliance by successfully arguing in court a breach of the health alliance’s fiduciary duties to the hospital
  • IRS Claims
Successfully represented a thoroughbred horse farm against IRS claims that losses incurred by the horse operation were non-deductible as hobby losses pursuant to IRC § 183
  • Fiduciary Duty
Represented a spouse nine years after her divorce in obtaining a greater share of the sales proceeds of a marital business by asserting a breach of a continuing post-marital fiduciary duty by her former husband
  • Tax transactions
Continues to represent various members of the equine and real estate industries in tax related transactions including tax-free exchanges, entity formation, and business dissolution

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