Transactions listed are from July 1, 1999 to
June 30, 2000.
- August 19, 1999
- August 20, 1999
Signed J.R. Reid as a free agent.
- September 22, 1999
Signed Darvin Ham as a free agent.
- January 18, 2000
- February 7, 2000
Waived Haywoode Workman.
- February 9, 2000
- February 16, 2000
Signed Mirsad Turkcan to a contract for the rest of the season.
- April 20, 2000
Signed Maceo Baston as a free agent.
- June 27, 2000
As part of a 3-team trade, the Milwaukee Bucks traded Vinny Del Negro to the Golden State Warriors; the Milwaukee Bucks traded J.R. Reid and Robert Traylor to the Cleveland Cavaliers; the Cleveland Cavaliers traded Bob Sura to the Golden State Warriors; and the Golden State Warriors traded Jason Caffey and Billy Owens to the Milwaukee Bucks.
- June 28, 2000
Drafted Jason Collier in the 1st round (15th pick) of the 2000 NBA Draft.
Drafted Michael Redd in the 2nd round (43rd pick) of the 2000 NBA Draft.
Drafted Jason Hart in the 2nd round (49th pick) of the 2000 NBA Draft.