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Transactions listed are from November 1 of previous year to April 1 of the following year.
October 13, 1988
Released Mark Clear.
October 15, 1988
Steve Kiefer granted Free Agency.
Brad Komminsk granted Free Agency.
Billy Jo Robidoux granted Free Agency.
October 22, 1988
Donnie Scott granted Free Agency.
October 26, 1988
Released Steve Stanicek.
November 4, 1988
Jim Gantner granted Free Agency.
Odell Jones granted Free Agency.
Jeffrey Leonard granted Free Agency.
December 5, 1988
Dave Stapleton drafted by the Houston Astros in the 1988 rule 5 draft.
December 7, 1988
Signed Odell Jones as a free agent.
Traded Bill Schroeder to the California Angels. Received Gus Polidor.
December 20, 1988
Signed Jim Gantner as a free agent.
December 21, 1988
Signed Ray Krawczyk as a free agent.
1989
Jim Adduci sent to the Philadelphia Phillies in an unknown transaction.
January 21, 1989
Signed Tony Fossas as a free agent.
January 23, 1989
Signed Donnie Scott as a free agent.
February, 1989
Signed Lou Thornton as a free agent.
February 15, 1989
Traded Dan Murphy to the San Diego Padres. Received Todd Simmons (minors) and Jim Austin.
March 17, 1989
Traded Lou Thornton to the Pittsburgh Pirates. Received Ruben Rodriguez.
March 29, 1989
Released Mike Young.
March 30, 1989
Signed Dave Engle as a free agent.
Signed Terry Francona as a free agent.
April 7, 1989 (Standings)
Signed Bill Krueger as a free agent.
May 5, 1989 (Standings)
Purchased Tim Fortugno from Reno (California).
June 5, 1989 (Standings)
Drafted Cal Eldred in the 1st round (17th pick) of the 1989 amateur draft. Player signed June 24, 1989.
Drafted Jason Giambi in the 43rd round of the 1989 amateur draft, but did not sign the player.
June 29, 1989 (Standings)
Traded Todd Simmons (minors) and La Vel Freeman to the Texas Rangers. Received Mike Wilson (minors) and Scott May.
July 28, 1989 (Standings)
Signed Bill Dawley as a free agent.
July 31, 1989 (Standings)
Traded Brian Drahman to the Chicago White Sox. Received Jerry Reuss.
August 2, 1989 (Standings)
Released Dave Engle.
August 23, 1989 (Standings)
Traded a player to be named later to the Atlanta Braves. Received Ed Romero. The Milwaukee Brewers sent Jay Aldrich (September 1, 1989) to the Atlanta Braves to complete the trade.
October 15, 1989 (Standings)
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.