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Milton O. Thompson

Milton O. Thompson is an attorney and of counsel with the law firm of Bleeke Dillon Crandall. Milt is most recognized for sports and entertainment law, but he also focuses in business law and consulting for entrepreneurs and non-profits, small business financing, and MBE and WBE certification. He graduated from Wittenberg University with a B.A. and from Indiana University School of Law - Bloomington.

Milt is the president and CEO of Grand Slam – a sports, entertainment, and recreation management consulting firm. He is the co-founder of Play Ball Indiana, a former certified Contract Advisor with the NFL and NBA Players Association, and a Board Member of the Indianapolis Indians Baseball Club. He hosted the weekly radio show "Playing for Keeps" on ESPN950. Well-known for his work in community development, sports and recreation-planning, and in building community collaborations through effective partnerships, Milt served as President and Interim Director of Big Brothers while merging with Big Sisters to create Big Brothers and Big Sisters of Indiana. He also played a key role in negotiating the merger between the Legacy Fund and the Indianapolis Foundation in 1997 to create the Central Indiana Community Foundation. Milt currently serves on the Indianapolis Capital Improvement Board, the Tourism Tomorrow Board of Visit Indy, the English Foundation, Crown Hill Heritage Foundation, Crown Hill Board of Managers and the Indiana World Skating Academy Board.

His commitment to the community is attested by his many civic involvements including serving as Vice Chair of the Indianapolis Foundation and as the President of the Indiana University School of Law Board of Visitors as well as President of its Alumni Association. In addition, he was the former General Counsel to the Pan American Games and held the position of Vice President of Indiana Sports Corporation.

A former First Team All-American baseball player at his college alma mater, Milt has served as a member of the college's Wittenberg Board of Trustees since July 1998 and is now an Emeritus Director. A former Marion County Deputy Prosecuting Attorney, his honors include the 2004 Business & Philanthropy Award from the National Center for Black Philanthropy, Washington, D.C., and being included on the "Indiana Super Lawyers" list in the March 2005 issue of Indianapolis Monthly Magazine. In addition, he is inducted to the most prestigious honor the law school offers as a member of the Academy of Law Alumni Fellows.

Areas of Practice

  • Sports and Entertainment Law
  • Business Law

Bar Admissions

  • Indiana, 1979


  • Indiana University School of Law, Bloomington, J.D.
  • Wittenberg University, B.A.

Honors and Awards

  • Business & Philanthropy Award, National Center for Black Philanthropy, 2004
  • "Indiana Super Lawyers," Indianapolis Monthly Magazine, March 2005
  • Member of the Academy of Law Alumni Fellows

Professional Associations and Memberships

  • Wittenberg Board of Trustees
  • President of the Indiana University School of Law Board of Visitors
  • President of the Indiana University School of Law Board of Visitors Alumni Association
  • Former General Counsel to the Pan American Games

Past Employment Positions

  • Former Marion County Deputy Prosecuting Attorney

Pro Bono Activities

  • President and CEO of Grand Slam
  • Co-founder, Play Ball Indiana
  • Contract Advisor, NFL and NBA Players Association
  • Board Member, Indianapolis Indians Baseball Club
  • Radio show,"Playing for Keeps" on ESPN950
  • President and Interim Director, Big Brothers and Big Sisters of Indiana
  • General Counsel, Pan American Games
  • Vice President, Indiana Sports Corporation
  • Vice Chair, Indianapolis Foundation


“Richard, thank you for your encouragement, positivity and self-confidence and the time you spent helping me get ready to testify.”
– Physical therapist who was required to testify at trial the day before her wedding

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