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| Thursday, September 26th, 2019 |
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| Demoted CF Kazuo Maekawa to Triple A Bender Is Great. |
| Purchased the contract of RF Josh E. Bell from Triple A Bender Is Great. |
| Thursday, September 19th, 2019 |
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| Demoted RF Josh E. Bell to Triple A Bender Is Great. |
| Monday, July 22nd, 2019 |
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| Placed CL Kenley Jansen on the 60-day disabled list. |
| Purchased the contract of RP Jean Machi from Triple A Bender Is Great. |
| Monday, July 15th, 2019 |
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| Placed CF Michael Gettys on the 60-day disabled list. |
| Placed RF Josh E. Bell on the 60-day disabled list. |
| Purchased the contract of RF Justin Williams from Triple A Bender Is Great. |
| Purchased the contract of CF Kazuo Maekawa from Triple A Bender Is Great. |
| Monday, May 20th, 2019 |
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| Placed 1B A.J. Reed on the 60-day disabled list. |
| Purchased the contract of 1B Dominic Smith from Triple A Bender Is Great. |
| Demoted 1B Dominic Smith to Triple A Bender Is Great. |
| Purchased the contract of C Blake Swihart from Double A Lunar Theme Park. |
| Monday, May 13th, 2019 |
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| Demoted LF Derek Fisher to Triple A Bender Is Great. |
| Placed LF Thomas Milone on the active roster. |
| Activated LF Thomas Milone from the disabled list. |
| Monday, April 29th, 2019 |
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| Placed LF Thomas Milone on the 15-day disabled list, retroactive to 04/22/2019. |
| Purchased the contract of LF Derek Fisher from Triple A Bender Is Great. |
| Sunday, March 31st, 2019 |
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| Sent SP Saturnino Santa Cruz from spring training camp to Double A Lunar Theme Park. |
| Sent SP Mike Minor from spring training camp to Triple A Bender Is Great. |
| Sent RP Corey Kluber from spring training camp to Triple A Bender Is Great. |
| Sent CF Jackie Bradley Jr. from spring training camp to Triple A Bender Is Great. |
| Sent LF Gareth Morgan from spring training camp to Triple A Bender Is Great. |
| Purchased the contract of RP Corey Kluber from Triple A Bender Is Great. |
| Sent LF Derek Fisher from spring training camp to Triple A Bender Is Great. |
| Purchased the contract of CF Jackie Bradley Jr. from Triple A Bender Is Great. |
| Wednesday, March 13th, 2019 |
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| Placed RP Jason Motte on the 60-day disabled list. |
| Monday, February 25th, 2019 |
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| Purchased the contract of SP Ronnie Rossomando from Triple A Bender Is Great. |
| Purchased the contract of LF Thomas Milone from Triple A Bender Is Great. |
| Purchased the contract of LF Gareth Morgan from Triple A Bender Is Great. |
| Purchased the contract of SP Saturnino Santa Cruz from Double A Lunar Theme Park. |
| Saturday, December 1st, 2018 |
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| Failed to sign 9th round draft pick Chip Johnson. |
| Failed to sign 10th round draft pick Don Williamson. |
| Failed to sign 14th round draft pick Jim Walker. |
| Failed to sign 25th round draft pick Joe Garner. |
| Monday, November 26th, 2018 |
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| Demoted SP Rob Brydge to Rookie League Wanna buy this team name?. |
| Tuesday, November 13th, 2018 |
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| Signed Rob Brydge to a minor league contract with a signing bonus of $300,000. |
| Monday, November 12th, 2018 |
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| Signed Duke Snider to a minor league contract with a signing bonus of $2,200,000. |
| Signed Cliff Brown to a minor league contract with a signing bonus of $2,600,000. |
| Demoted C Chris Bright to Rookie League Wanna buy this team name?. |
| Demoted CF Duke Snider to Rookie League Wanna buy this team name?. |
| Demoted SP José Castro to Rookie League Wanna buy this team name?. |
| Demoted SP Cliff Brown to Rookie League Wanna buy this team name?. |
| Saturday, November 10th, 2018 |
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| Signed José Castro to a minor league contract with a signing bonus of $150,000. |
| Wednesday, November 7th, 2018 |
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| Signed Chris Bright to a minor league contract with a signing bonus of $4,000,000. |
| Tuesday, November 6th, 2018 |
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| SS Jose Iglesias received a 1-year contract through automatic renewal worth a total of $500,000. |
| SS Carlos Correa received a 1-year contract through automatic renewal worth a total of $500,000. |
| 1B Maikel Franco received a 1-year contract through automatic renewal worth a total of $500,000. |
| LF Derek Fisher received a 1-year contract through automatic renewal worth a total of $500,000. |
| RP Luis Avilan received a 1-year contract through automatic renewal worth a total of $525,000. |
| 2B Alex Bregman received a 1-year contract through automatic renewal worth a total of $500,000. |
| RF Josh E. Bell received a 1-year contract through automatic renewal worth a total of $500,000. |
| CF Michael Gettys received a 1-year contract through automatic renewal worth a total of $500,000. |
| RP Cody Allen received a 1-year contract through automatic renewal worth a total of $500,000. |
| RP Corey Kluber received a 1-year contract through automatic renewal worth a total of $500,000. |
| 1B A.J. Reed received a 1-year contract through automatic renewal worth a total of $500,000. |
| C Aramis Garcia received a 1-year contract through automatic renewal worth a total of $500,000. |
| Sunday, October 21st, 2018 |
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| Signed RF Ryan Braun to a 2-year contract extension worth a total of $10,000,000. |
| Wednesday, October 17th, 2018 |
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| Voided the team option year(s) of 1B Joey Votto. |
| Voided the team option year(s) of RF Ryan Braun. |
| Executed the last optional contract year of SP Jorge McCall. |
| Voided the team option year(s) of LF Greg Horton. |
