Transactions listed are from July 1, 2008 to
June 30, 2009.
- July 16, 2008
Signed Tyronn Lue as a free agent.
- July 17, 2008
Signed Malik Allen as a free agent.
- August 13, 2008
As part of a 3-team trade, the Milwaukee Bucks traded Desmond Mason to the Oklahoma City Thunder; the Milwaukee Bucks traded Mo Williams to the Cleveland Cavaliers; the Cleveland Cavaliers traded Damon Jones to the Milwaukee Bucks; the Cleveland Cavaliers traded Joe Smith to the Oklahoma City Thunder; and the Oklahoma City Thunder traded Adrian Griffin and Luke Ridnour to the Milwaukee Bucks.
- September 9, 2008
Signed Francisco Elson as a free agent.
- October 27, 2008
- February 5, 2009
- February 9, 2009
Signed Eddie Gill to the first of two 10-day contracts.
- June 23, 2009
- June 25, 2009
Drafted Jodie Meeks in the 2nd round (41st pick) of the 2009 NBA Draft.
Drafted Brandon Jennings in the 1st round (10th pick) of the 2009 NBA Draft.