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Douglas P. Romaine

Of Counsel , Lexington KY


Douglas P. Romaine

Of Counsel , Lexington KY

Doug is Of Counsel in Stoll Keenon Ogden’s Lexington office and has been with the firm since 1983. He is a member of the Trusts, Estates & Family Law, Equine Transactional, Tax and Arbitration & Mediation practices.

Doug has advised closely held and publicly-owned businesses on a wide range of issues affecting their operations, including corporate and individual income tax planning, acquisitions and dispositions of assets and businesses, the administrative protest of proposed tax deficiencies before the Internal Revenue Service and the Kentucky Department of Revenue, and litigation of tax cases in state and federal courts and legislative counseling. Doug regularly counsels persons engaged in the horse industry, including structuring U.S. operations of foreign nationals and defending taxpayers from challenges by the Internal Revenue Service to the use of horse-related losses under the hobby loss and passive activity loss tax rules.

Doug is AV Preeminent® Peer Review Rated™ by Martindale-Hubbell® and is recognized as a Best Lawyer and a Kentucky Super Lawyer in the field of Tax Law for his many legal accomplishments. He also has experience assisting clients in minimizing estate, gift, and generation-skipping taxes, including the preparation of wills, trusts, family-limited partnerships, and private foundations. In addition, he has served as a court-appointed mediator and expert witness regarding disputes concerning the professional responsibility of tax professionals.

Doug is a member of the Fayette County, Kentucky, Florida, Virginia, and American Bar associations. He is also a member of the American Horse Council Tax Advisory Board and the American College of Equine Attorneys. He attends Good Shepherd Episcopal Church. Married with four children, he enjoys hunting, fishing, golf, hiking, and jogging in his free time.


New York University School of Law, 1979, LL.M. (Taxation)

University of Richmond School of Law, 1978, J.D.

University of Virginia, 1974, B.A.


Admitted In

  • U.S. Court of Appeals, Federal Circuit

  • U.S. Court of Appeals, Sixth Circuit

  • U.S. Court of Federal Claims

  • U.S. District Court, Eastern District of Kentucky

  • U.S. District Court, Western District of Kentucky

  • U.S. District Court, Western District of Virginia

  • U.S. Tax Court

  • Florida

  • Kentucky

  • Virginia

Professional & Community Activities

  • American Bar Association, Taxation Section

  • American Horse Council, Tax Advisory Board

  • American College of Equine Attorneys

  • University of Richmond Law Review, Member, 1979


  • AV Preeminent® Peer Review Rated™ by Martindale-Hubbell®

  • Best Lawyers® 2013, 2015, 2017, 2019, 2021, 2024 Tax Law “Lawyer of the Year” in Lexington

  • The Best Lawyers in America®, Tax Law, 2007 – present

  • Kentucky Super Lawyers® Honoree, 2013 – 2014

Work Highlights

  • Estate Planning & Administration

    SKO administers the estates of notable horsewomen and horsemen and is actively involved in planning estates in the shifting economic climate.


    • “Section 183 – Hobby Losses: An Overview and Update”, NTRA Equine Tax Forum, Lexington, KYSpring 2009
    • “Estate Planning for the Horse Owner”, UK 15th Annual National Conference on Equine Law, Lexington, KYSpring 2000
    • “Equine Tax Symposium at the American Horse Show Association Convention”, Las Vegas, NV1999
    • 1st, Second and 3rd Annual Equine Tax Symposium at the Breeders Cup, sponsored by American Horse Council1997-1999
Contact Douglas Today

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