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| Monday, November 5th, 2040 |
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| Signed pitching coach Roger Shaw. |
| Sunday, October 21st, 2040 |
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| PC Héctor Ruíz retires. |
| Promoted SP Mark Erwin to Triple A Calgary. |
| Promoted CF Robbie Brendle to Triple A Calgary. |
| Promoted RF José Arras to Triple A Calgary. |
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| Friday, October 2nd, 2020 - OOTP Baseball 20.8 Build 74 |