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| Friday, October 30th , 2020 |
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| Drafted RF Jeremy King in the 2020 first-year player draft (Round 6, Pick 1, 91st overall pick). |
| Drafted CF Eric Stevens in the 2020 first-year player draft (Round 9, Pick 1, 145th overall pick). |
| Drafted LF Matthew Franklin in the 2020 first-year player draft (Round 13, Pick 1, 217th overall pick). |
| Thursday, October 15th , 2020 |
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| 2B Dave Rafuse retired from professional baseball. |
| Saturday, May 2nd , 2020 |
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| Promoted 3B Roberto Alarcon to Major League Boston. |
| Promoted RP Keith Worsfold to Major League Boston. |
| Promoted 2B Cahya Mainaky to Major League Boston. |
| Promoted LF Jon Nelson to Major League Boston. |
| Wednesday, January 15th , 2020 |
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| Received CF Dan Potter from Major League Boston. |
