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Transactions listed are from November 1 of previous year to April 1 of the following year.
October 15, 1989
Juan Castillo granted Free Agency.
Bill Dawley granted Free Agency.
Ray Krawczyk granted Free Agency.
Ronn Reynolds granted Free Agency.
Donnie Scott granted Free Agency.
October 16, 1989
Released Joey Meyer.
November 8, 1989
Released Jerry Reuss.
November 9, 1989
Released Paul Mirabella.
November 13, 1989
Terry Francona granted Free Agency.
Ed Romero granted Free Agency.
Robin Yount granted Free Agency.
December 3, 1989
Signed Dave Parker as a free agent.
December 6, 1989
Signed Tom Edens as a free agent.
December 8, 1989
Signed Joe Redfield as a free agent.
December 12, 1989
Signed Terry Francona as a free agent.
December 13, 1989
Signed Mike Capel as a free agent.
December 19, 1989
Signed Robin Yount as a free agent.
January 20, 1990
Signed Joe Kmak as a free agent.
April 7, 1990 (Standings)
Signed John Davis as a free agent.
April 8, 1990 (Standings)
Signed Paul Mirabella as a free agent.
April 26, 1990 (Standings)
Released John Davis.
April 27, 1990 (Standings)
Released Terry Francona.
May 7, 1990 (Standings)
Signed Dennis Powell as a free agent.
May 23, 1990 (Standings)
Signed Mark Lee as a free agent.
May 31, 1990 (Standings)
Received Jim Olander from the Houston Astros as part of a conditional deal.
June 4, 1990 (Standings)
Drafted Duane Singleton in the 5th round of the 1990 amateur draft. Player signed June 7, 1990.
Drafted Tom McGraw in the 6th round of the 1990 amateur draft. Player signed June 16, 1990.
Drafted Marshall Boze in the 12th round of the 1990 amateur draft.
June 6, 1990 (Standings)
Traded Frank Bolick to the Seattle Mariners. Received Mickey Brantley.
June 9, 1990 (Standings)
Traded Billy Bates and Glenn Braggs to the Cincinnati Reds. Received Ron Robinson and Bob Sebra.
June 15, 1990 (Standings)
Signed Jeff Schwarz as a free agent.
June 21, 1990 (Standings)
Signed Jim Tatum as a free agent.
July 12, 1990 (Standings)
Traded Greg Edge (minors) to the Pittsburgh Pirates. Received Jim Czajkowski.
August 10, 1990 (Standings)
Signed Ricky Horton as a free agent.
August 30, 1990 (Standings)
Traded a player to be named later and Charlie O'Brien to the New York Mets. Received players to be named later. The New York Mets sent Julio Machado (September 7, 1990) and Kevin Brown (September 7, 1990) to the Milwaukee Brewers to complete the trade. The Milwaukee Brewers sent Kevin Carmody (minors) (September 11, 1990) to the New York Mets to complete the trade.
September 5, 1990 (Standings)
Released Ricky Horton.
October 1, 1990 (Standings)
Released Bob Sebra.
October 4, 1990 (Standings)
Mike Capel granted Free Agency.
October 15, 1990 (Standings)
Scott May granted Free Agency.
Dennis Powell granted Free Agency.
Joe Redfield granted Free Agency.
October 16, 1990
Released Mike Birkbeck.
Released Tom Filer.
November 2, 1990
Signed Rick Wrona as a free agent.
November 5, 1990
Rob Deer granted Free Agency.
Teddy Higuera granted Free Agency.
Bill Krueger granted Free Agency.
Paul Mirabella granted Free Agency.
December 4, 1990
Signed Edwin Nunez as a free agent.
December 5, 1990
Signed Teddy Higuera as a free agent.
Signed Franklin Stubbs as a free agent.
December 6, 1990
Released Tony Fossas.
Released Gus Polidor.
December 20, 1990
Signed Mike Campbell as a free agent.
Tom Edens granted Free Agency.
Traded Bert Heffernan to the Los Angeles Dodgers. Received Darren Holmes.
January 1, 1991
Signed Jeff Kaiser as a free agent.
March 14, 1991
Traded Dave Parker to the California Angels. Received Dante Bichette.
March 16, 1991
Signed Esteban Beltre as a free agent.
April 1, 1991
Released Mike Campbell.
Released Rick Wrona.