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| Tuesday, December 12th , 2023 |
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| Manager Taylor Watts signed as Manager in Montreal. |
| Signed Manager Taylor Watts. |
| Monday, October 30th , 2023 |
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| Drafted RP Marcos Arriaga in the 2023 first-year player draft (Round 1, Pick 24, 24th overall pick). |
| Drafted CL Joe Beasley in the 2023 first-year player draft (Round 2, Pick 24, 48th overall pick). |
| Saturday, September 2nd , 2023 |
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| Promoted CF Mickey Simmons to Major League Toronto. |
| Monday, August 21st , 2023 |
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| Promoted RP Josiah Sanders to Major League Toronto. |
| Demoted C Matthew Howard to Double A Ottawa. |
| Tuesday, May 2nd , 2023 |
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| Promoted RF Harbor Conrad to Major League Toronto. |
| Promoted CL Tony Hanner to Major League Toronto. |
| Promoted RP Caleb Fleming to Major League Toronto. |
| Promoted LF Bruce Bogan to Major League Toronto. |
| Promoted RP Matthew Browning to Major League Toronto. |
| Promoted 2B Erhard Müller to Major League Toronto. |
| Promoted RP Josh Porrino to Major League Toronto. |
| Promoted SP Dominic Seal to Major League Toronto. |
| Promoted SP Josiah Sanders to Major League Toronto. |
| Promoted 3B Robert Carrillo to Major League Toronto. |
| Promoted SP Nate Michaels to Major League Toronto. |
| Promoted CF Edwin Nunez to Major League Toronto. |
