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| Monday, November 4th, 2019 |
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| C Jason Wise received a 1-year contract through arbitration worth a total of $430,000. |
| MR Mike Jones received a 1-year contract through arbitration worth a total of $4,182,000. |
| MR Roderick Draper received a 1-year contract through arbitration worth a total of $1,600,000. |
| SP Benny York received a 1-year contract through arbitration worth a total of $3,400,000. |
| CL Jake O'Tomalty received a 1-year contract through arbitration worth a total of $1,000,000. |
| LF Arnold Cook received a 1-year contract through arbitration worth a total of $650,000. |
| SS Bill McCarty received a 1-year contract through arbitration worth a total of $430,000. |
| Monday, October 14th, 2019 |
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| Traded 30-year-old starting pitcher Makoto Kato to the Chicago Gold Sox, getting 19-year-old minor league second baseman Caetano Alfena, 17-year-old minor league starting pitcher Mauro Guerra and 19-year-old minor league catcher Carlos Padilla in return. |
| Voided the team option year(s) of MR Lester Gross. |
| Executed the last optional contract year of 3B Duncan Thomas. |
| Voided the team option year(s) of SP Miguel Castillo. |
| Voided the team option year(s) of RF Dong-joon Ch'oe. |
| Executed the last optional contract year of SS Miguel Soto. |
| Demoted RF Don Sullivan to Triple A Vermont. |
| Voided the team option year(s) of 3B Steve Brandon. |
| Executed the last optional contract year of 1B Keith Bridges. |
| Demoted 3B Jacob Holt to Triple A Vermont. |
| Demoted 3B Steve Brandon to Triple A Vermont. |
| Purchased the contract of SP Jorge Castillo from Triple A Vermont. |
| Demoted SP Miguel Castillo to Triple A Vermont. |
| Demoted SP Mauro Guerra to Double A Lancaster. |
