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Transactions listed are from November 1 of previous year to April 1 of the following year.
October 11, 1968
Traded Dave Adlesh and Dave Giusti to the St. Louis Cardinals. Received Tommy Smith (minors) and Johnny Edwards.
October 14, 1968
John Bateman selected by the Montreal Expos as the 6th pick in the 1968 expansion draft.
Nate Colbert selected by the San Diego Padres as the 18th pick in the 1968 expansion draft.
Jose Herrera selected by the Montreal Expos as the 29th pick in the 1968 expansion draft.
Tom Dukes selected by the San Diego Padres as the 33rd pick in the 1968 expansion draft.
Ivan Murrell selected by the San Diego Padres as the 42nd pick in the 1968 expansion draft.
Ron Brand selected by the Montreal Expos as the 58th pick in the 1968 expansion draft.
October 21, 1968
Sold Chris Zachary to the Kansas City Royals.
December 2, 1968
Bo Belinsky drafted by the St. Louis Cardinals in the 1968 rule 5 draft.
Drafted Don Bryant from the San Francisco Giants in the 1968 rule 5 draft.
Brock Davis selected by the Chicago Cubs in the 1968 minor league draft.
Drafted Gary Geiger from the St. Louis Cardinals in the 1968 rule 5 draft.
Drafted Cesar Geronimo from the New York Yankees in the 1968 rule 5 draft.
Drafted Buck Martinez from the Philadelphia Phillies in the 1968 rule 5 draft.
Carroll Sembera drafted by the Montreal Expos in the 1968 rule 5 draft.
December 4, 1968
Traded Bob Aspromonte to the Atlanta Braves. Received Marty Martinez.
Traded Dick Simpson to the New York Yankees. Received Dooley Womack.
Traded Elijah Johnson (minors), Mike Cuellar and Enzo Hernandez to the Baltimore Orioles. Received John Mason (minors) and Curt Blefary.
December 15, 1968
Traded Paul Doyle to the Atlanta Braves. Received Sandy Valdespino. (Date given is approximate. Exact date is uncertain.)
December 16, 1968
Traded Mickey Sinnerud (minors), Tommy Smith (minors) and Buck Martinez to the Kansas City Royals. Received John Jones (minors).
December 21, 1968
Purchased Bill Monbouquette from the San Francisco Giants.
1969
Signed Pat Darcy as an amateur free agent.
Signed Jesus de la Rosa as an amateur free agent.
Leo Marentette received from the Detroit Tigers in an unknown transaction.
January 22, 1969
Traded Rusty Staub to the Montreal Expos. Received Jesus Alou and Donn Clendenon. Donn Clendenon refused to report to his new team on April 8, 1969. The Montreal Expos sent Jack Billingham (April 8, 1969), Skip Guinn (April 8, 1969) and $100,000 (April 8, 1969) to the Houston Astros to complete the trade.
February 1, 1969
Drafted Derrel Thomas in the 1st round (1st pick) of the 1969 amateur draft (January). Player signed February 2, 1969.
Drafted Craig Caskey in the 2nd round of the 1969 amateur draft (January), but did not sign the player.
February 12, 1969
Sold Byron Browne to the St. Louis Cardinals.
March 11, 1969
Traded Hal King to the Boston Red Sox. Received Mark Schaeffer.
April 3, 1969 (Standings)
Sold Leo Marentette, Howie Reed and Steve Shea to the Montreal Expos.
April 5, 1969 (Standings)
Returned Bill Monbouquette to the San Francisco Giants following previous purchase.
May 7, 1969 (Standings)
Signed Oscar Zamora as a free agent.
May 29, 1969 (Standings)
Signed Bill Henry as a free agent.
June 5, 1969 (Standings)
Drafted J.R. Richard in the 1st round (2nd pick) of the 1969 amateur draft.
Drafted Stan Papi in the 2nd round of the 1969 amateur draft.
Drafted Mike Easler in the 14th round of the 1969 amateur draft. Player signed July 4, 1969.
June 28, 1969 (Standings)
Released Bill Henry.
August 8, 1969 (Standings)
Purchased Ron Willis from the St. Louis Cardinals.
August 24, 1969 (Standings)
Traded Roric Harrison and Dooley Womack to the Seattle Pilots. Received Jim Bouton.
August 30, 1969 (Standings)
Traded Sandy Valdespino and Danny Walton to the Seattle Pilots. Received Tommy Davis.
September 8, 1969 (Standings)
Sold Fred Stanley to the Seattle Pilots.
October, 1969 (Standings)
Dooley Womack received from the Milwaukee Brewers in an unknown transaction. (Date given is approximate. Exact date is uncertain.)
October 22, 1969
Sold Danny Coombs to the San Diego Padres.
November 19, 1969
Signed Juan Jimenez as an amateur free agent.
November 20, 1969
Returned Ron Willis to the St. Louis Cardinals following previous purchase.
November 21, 1969
Purchased Mike Marshall from the Milwaukee Brewers.
Sold Wayne Twitchell to the Milwaukee Brewers.
December 1, 1969
Don Bryant selected by the Milwaukee Brewers in the 1969 minor league draft.
Drafted Jack Dilauro from the New York Mets in the 1969 rule 5 draft.
December 2, 1969
Purchased Dan Osinski from the Chicago White Sox.
December 4, 1969
Traded Curt Blefary to the New York Yankees. Received Joe Pepitone.
December 16, 1969
Traded Pat House and Dooley Womack to the Cincinnati Reds. Received Jim Beauchamp.
1970
Ed Acosta sent to the Pittsburgh Pirates in an unknown transaction.
Juan Jimenez sent to the Philadelphia Phillies in an unknown transaction.
Signed Jose Sosa as an amateur free agent.
January 17, 1970
Drafted Mike Cosgrove in the 2nd round of the 1970 amateur draft (January Secondary).