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Monday, December 23rd, 1968
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Signed free agent LF Bob Elliott to a minor league contract.
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Monday, November 18th, 1968
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SP Kyle Gibson received a 1-year contract through automatic renewal worth a total of $555,000.
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1B Ted Kluszewski becomes a free-agent.
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RP Adam Ottavino received a 1-year contract through automatic renewal worth a total of $555,000.
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RP Chris Haney received a 1-year contract through automatic renewal worth a total of $555,000.
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3B Mike Moustakas received a 1-year contract through automatic renewal worth a total of $555,000.
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RP Ed Whitson becomes a free-agent.
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RP Tim Cooney received a 1-year contract through automatic renewal worth a total of $555,000.
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LF Roy Foster becomes a free-agent.
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LF Ken Singleton becomes a free-agent.
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SP J P Howell becomes a free-agent.
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RF Sandy Amoros becomes a free-agent.
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Saturday, November 16th, 1968
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RP Sergio Escalona received a 1-year contract through arbitration worth a total of $2,616,000.
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RP Pedro Feliciano received a 1-year contract through arbitration worth a total of $1,273,725.
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RP Bill Dailey received a 1-year contract through arbitration worth a total of $900,000.
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SP Bob Cain becomes a free-agent.
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Friday, November 1st, 1968
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Signed RP Tim Wakefield to a 6-year contract extension worth a total of $12,000,000.
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Signed 1B Dave Winfield to a 6-year contract extension worth a total of $39,000,000.
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Sunday, October 27th, 1968
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LF Leon Wagner retires.
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Drafted C Andrew Susac in the 1968 first-year player draft (Round 2, Pick 10, 26th overall pick).
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Drafted 1B Gleyber Torres in the 1968 first-year player draft (Round 2, Pick 13, 29th overall pick).
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Drafted RP Edwin Diaz in the 1968 first-year player draft (Round 3, Pick 7, 39th overall pick).
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Drafted SS Robert Andino in the 1968 first-year player draft (Round 3, Pick 13, 45th overall pick).
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Drafted RP Armando Almanza in the 1968 first-year player draft (Round 4, Pick 13, 61st overall pick).
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Drafted 1B Rick Herrscher in the 1968 first-year player draft (Round 5, Pick 13, 77th overall pick).
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Drafted C Dee Cousineau in the 1968 first-year player draft (Round 6, Pick 13, 93rd overall pick).
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Drafted LF Pete McClanahan in the 1968 first-year player draft (Round 7, Pick 13, 109th overall pick).
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Traded 33-year-old first baseman Steve R Ontiveros to the Colorado Rockies, getting $1 in cash in return.
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Wednesday, September 18th, 1968
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Signed free agent 1B Ted Kluszewski to a 1-year contract worth a total of $3,690,000.
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Tuesday, September 3rd, 1968
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Signed free agent LF Ken Singleton to a minor league contract with a $450,000 signing bonus.
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Friday, April 5th, 1968
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Signed SP Kirk McCaskill to a 6-year contract extension worth a total of $201,000,000.
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Wednesday, April 3rd, 1968
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Signed free agent LF Roy Foster to a minor league contract.
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Wednesday, March 13th, 1968
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Signed RF Giancarlo Stanton to a 6-year contract extension worth a total of $99,000,000.
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Tuesday, March 5th, 1968
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Signed 2B Tony Piet to a 6-year contract extension worth a total of $19,500,000.
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Sunday, March 3rd, 1968
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Signed RP Chris Leroux to a 6-year contract extension worth a total of $34,500,000.
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Wednesday, February 28th, 1968
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Signed free agent RP J P Howell to a minor league contract.
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Signed free agent 3B Jonathan Villar to a minor league contract.
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Signed free agent SP Bob Cain to a minor league contract.
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Friday, February 9th, 1968
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Signed CF Jim Gosger to a 6-year contract extension worth a total of $33,000,000.
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Thursday, February 1st, 1968
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Signed free agent LF Bob L Bowman to a minor league contract.
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