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| Friday, October 30th , 2020 |
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| Drafted CL Steve Villarreal in the 2020 first-year player draft (Round 2, Pick 5, 23rd overall pick). |
| Saturday, May 2nd , 2020 |
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| Promoted SP Heinz Brown to Major League Chicago. |
| Promoted CF Bob Guaman to Major League Chicago. |
| Promoted C Alexander Haugwitz to Major League Chicago. |
| Promoted 3B Rodion Lejnev to Major League Chicago. |
| Promoted SP Jean-Sébastien Bellot to Major League Chicago. |
| Promoted RP Mike Holton to Major League Chicago. |
| Promoted LF Matt Hall to Major League Chicago. |
| Friday, February 7th , 2020 |
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| Received LF Daniel Moss from Major League Chicago. |
| Received RP Fidel Santiago from Major League Chicago. |
