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| Monday, September 30th, 2019 |
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| Placed SP Matt Strahm on the active roster. |
| Wednesday, September 25th, 2019 |
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| Placed SP CC Sabathia on the active roster. |
| Activated SP CC Sabathia from the injured list. |
| Monday, September 2nd, 2019 |
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| Purchased the contract of RP Gregory Infante from Triple A Omaha. |
| Sunday, August 25th, 2019 |
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| Sent SP Matt Strahm to Triple A Omaha for injury rehab. |
| Monday, August 12th, 2019 |
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| Signed free agent 1B Jake Bauers to a 1-year contract worth a total of $545,000. |
| Sunday, August 11th, 2019 |
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| Signed free agent RP Tommy Hunter to a 1-year contract worth a total of $545,000. |
| Signed free agent RP Henry Martinez to a 1-year contract worth a total of $545,000. |
| Thursday, August 8th, 2019 |
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| Assigned RP David Carpenter to Triple A Omaha. |
| Thursday, August 1st, 2019 |
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| Placed CL Jose Alvarado on the active roster. |
| Placed RF Bryce Brentz on the active roster. |
| Transferred SP Matt Strahm to the 60-day IL. |
| RP David Carpenter was designated for assignment and placed on waivers. |
| Purchased the contract of 1B Ronald Guzman from Triple A Omaha. |
| Wednesday, July 31st, 2019 |
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| Traded 34-year-old minor league reliever David Hernandez, 23-year-old minor league third baseman Emmanuel Rivera and 24-year-old minor league starting pitcher Tyson Miller to the Chicago White Sox, getting 24-year-old closer Jose Alvarado in return. |
| Traded 28-year-old catcher Kevin Plawecki to the Los Angeles Angels, getting 18-year-old minor league shortstop Osiris Johnson and 22-year-old minor league left fielder Desmond Lindsay in return. |
| Traded 21-year-old minor league shortstop Luis Curbelo to the Colorado Rockies, getting 30-year-old right fielder Bryce Brentz in return. |
| Friday, July 19th, 2019 |
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| Sent RP David Hernandez to Triple A Omaha for injury rehab. |
| Placed SP CC Sabathia on the 10-day injured list, retroactive to 03/08/2019. |
| Placed RP Rhiner Cruz on the active roster. |
| Optioned RP Touki Toussaint to Triple A Omaha. |
| Monday, July 15th, 2019 |
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| Signed free agent SP CC Sabathia to a 1-year contract worth a total of $1,800,000. |
| Signed free agent RP Rhiner Cruz to a 1-year contract worth a total of $745,000. |
| Saturday, July 6th, 2019 |
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| Placed RP Greg Holland on the 60-day injured list. |
| Placed RP David Hernandez on the 10-day injured list, retroactive to 07/05/2019. |
| Purchased the contract of SP Touki Toussaint from Triple A Omaha. |
| Saturday, June 15th, 2019 |
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| Optioned 1B Ronald Guzman to Triple A Omaha. |
| Purchased the contract of RP Mark Montgomery from Triple A Omaha. |
| Saturday, May 18th, 2019 |
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| LF Ian Desmond was claimed off waivers by Atlanta. |
| Friday, May 17th, 2019 |
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| Optioned RP Tanner Roark to Triple A Omaha. |
| Purchased the contract of RP David Carpenter from Triple A Omaha. |
| Wednesday, May 15th, 2019 |
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| LF Ian Desmond was designated for assignment and placed on waivers. |
| Purchased the contract of 1B Ronald Guzman from Triple A Omaha. |
| Sunday, April 21st, 2019 |
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| Optioned 1B Ronald Guzman to Triple A Omaha. |
| Purchased the contract of 1B Niko Goodrum from Triple A Omaha. |
| Tuesday, April 2nd, 2019 |
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| Optioned RP Jake Junis to Triple A Omaha. |
| Placed RP Carl Edwards Jr. on the active roster. |
| Activated RP Carl Edwards Jr. from the injured list. |
| Optioned RP Matt Strahm to Triple A Omaha. |
| Purchased the contract of RP Jake Junis from Triple A Omaha. |
| Monday, March 18th, 2019 |
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| Assigned RP Jonny Venters from Spring Training camp to Triple A Omaha. |
| Assigned RP Mark Montgomery from Spring Training camp to Triple A Omaha. |
| Assigned RP David Carpenter from Spring Training camp to Triple A Omaha. |
| Assigned RP Kevin Comer from Spring Training camp to Triple A Omaha. |
| Assigned RP Will LaMarche from Spring Training camp to Triple A Omaha. |
| Assigned RP Corbin Burnes from Spring Training camp to Triple A Omaha. |
| Optioned RP Luis Perdomo to Triple A Omaha. |
| Assigned SP Zac Gallen from Spring Training camp to Triple A Omaha. |
| Assigned RF Patrick Kivlehan from Spring Training camp to Triple A Omaha. |
| Assigned RP Cionel Perez from Spring Training camp to Triple A Omaha. |
| Optioned RP Touki Toussaint to Triple A Omaha. |
| Assigned SS Nicky Lopez from Spring Training camp to Triple A Omaha. |
| Assigned 3B Ke'Bryan Hayes from Spring Training camp to Triple A Omaha. |
| Assigned RF Aristides Aquino from Spring Training camp to Triple A Omaha. |
| Assigned SS Tzu-Wei Lin from Spring Training camp to Triple A Omaha. |
| Assigned RP Joe Zanghi from Spring Training camp to Triple A Omaha. |
| Assigned LF Charlie Culberson from Spring Training camp to Triple A Omaha. |
| Assigned C David Freitas from Spring Training camp to Triple A Omaha. |
| Assigned 3B Kelvin Gutierrez from Spring Training camp to Triple A Omaha. |
| Assigned RF Luke Raley from Spring Training camp to Triple A Omaha. |
| Assigned RF Carmen Benedetti from Spring Training camp to Triple A Omaha. |
| Assigned C Chase Vallot from Spring Training camp to Triple A Omaha. |
| Optioned LF Joe McCarthy to Triple A Omaha. |
| Optioned RP Jake Jewell to Triple A Omaha. |
| Optioned RP Clay Holmes to Triple A Omaha. |
| Optioned RP Austin Gomber to Triple A Omaha. |
| RP Kelvin Herrera was designated for assignment and placed on waivers. |
| Assigned RP Bryse Wilson from Spring Training camp to Triple A Omaha. |
| Optioned RP Gregory Infante to Triple A Omaha. |
| SS Jose Rondon was designated for assignment and placed on waivers. |
| CF Gorkys Hernandez was designated for assignment and placed on waivers. |
| Optioned CF Lewis Brinson to Triple A Omaha. |
| Optioned 1B Niko Goodrum to Triple A Omaha. |
| Monday, March 11th, 2019 |
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| Placed RP Kelvin Herrera on the active roster. |
| Tuesday, March 5th, 2019 |
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| Signed free agent C Tyler Flowers to a 1-year contract worth a total of $6,500,000. |
| Assigned RP Taylor Guilbeau from Spring Training camp to Triple A Omaha. |
| RP Kelvin Herrera was designated for assignment and placed on waivers. |
| Placed C Tyler Flowers on the active roster. |
| Sunday, March 3rd, 2019 |
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| Placed RP Carl Edwards Jr. on the 10-day injured list, retroactive to 03/02/2019. |
| Optioned RP Heath Fillmyer to Triple A Omaha. |
| Optioned RP Justin Steele to Triple A Omaha. |
| Assigned RP Patrick Sandoval from Spring Training camp to Triple A Omaha. |
| Invited non-roster RP Jonny Venters to Spring Training camp. |
| Invited non-roster RP Mark Montgomery to Spring Training camp. |
| Invited non-roster RP David Carpenter to Spring Training camp. |
| Thursday, February 14th, 2019 |
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| Invited non-roster RP Will LaMarche to Spring Training camp. |
| Invited non-roster RP Kevin Comer to Spring Training camp. |
| Invited non-roster RF Lucius Fox to Spring Training camp. |
| Invited non-roster RF Danny Woodrow to Spring Training camp. |
| Invited non-roster RF Carmen Benedetti to Spring Training camp. |
| Invited non-roster CF Trent Grisham to Spring Training camp. |
| Invited non-roster 3B Emmanuel Rivera to Spring Training camp. |
| Invited non-roster 3B Tyler Nevin to Spring Training camp. |
| Invited non-roster SP Jose Rances Suarez to Spring Training camp. |
| Invited non-roster LF Randolph Gassaway to Spring Training camp. |
| Invited non-roster RF Joseph Monge to Spring Training camp. |
| Invited non-roster RP Foster Griffin to Spring Training camp. |
| Invited non-roster C Jhonny Pereda to Spring Training camp. |
| Invited non-roster C Jack Kruger to Spring Training camp. |
| Assigned C Jack Kruger from Spring Training camp to Triple A Omaha. |
| Assigned C Jhonny Pereda from Spring Training camp to Triple A Omaha. |
| Invited non-roster C David Freitas to Spring Training camp. |
| Invited non-roster C Chase Vallot to Spring Training camp. |
| Invited non-roster 3B Ke'Bryan Hayes to Spring Training camp. |
| Invited non-roster SS Nicky Lopez to Spring Training camp. |
| Invited non-roster 3B Kelvin Gutierrez to Spring Training camp. |
| Invited non-roster SP Bryse Wilson to Spring Training camp. |
| Invited non-roster SP Corbin Burnes to Spring Training camp. |
| Invited non-roster SP Cionel Perez to Spring Training camp. |
| Assigned SP Jose Rances Suarez from Spring Training camp to Triple A Omaha. |
| Assigned RP Foster Griffin from Spring Training camp to Triple A Omaha. |
| Assigned 3B Tyler Nevin from Spring Training camp to Triple A Omaha. |
| Assigned RF Danny Woodrow from Spring Training camp to Triple A Omaha. |
| Invited non-roster SP Zac Gallen to Spring Training camp. |
| Invited non-roster RF Aristides Aquino to Spring Training camp. |
| Invited non-roster SS Tzu-Wei Lin to Spring Training camp. |
| Invited non-roster RF Patrick Kivlehan to Spring Training camp. |
| Assigned RF Lucius Fox from Spring Training camp to Triple A Omaha. |
| Assigned 3B Emmanuel Rivera from Spring Training camp to Triple A Omaha. |
| Assigned LF Randolph Gassaway from Spring Training camp to Triple A Omaha. |
| Invited non-roster RP Taylor Guilbeau to Spring Training camp. |
| Invited non-roster CF Charlie Culberson to Spring Training camp. |
| Invited non-roster SP Patrick Sandoval to Spring Training camp. |
| Assigned CF Trent Grisham from Spring Training camp to Triple A Omaha. |
| Assigned RF Joseph Monge from Spring Training camp to Triple A Omaha. |
| Invited non-roster RP Joe Zanghi to Spring Training camp. |
| Invited non-roster RF Luke Raley to Spring Training camp. |
| Wednesday, February 13th, 2019 |
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| Purchased the contract of RP Clay Holmes from Triple A Omaha. |
| Purchased the contract of RP Austin Gomber from Triple A Omaha. |
| Purchased the contract of RP Luis Perdomo from Triple A Omaha. |
| Purchased the contract of SP Touki Toussaint from Triple A Omaha. |
| Purchased the contract of SP Matt Strahm from Triple A Omaha. |
| Purchased the contract of CF Lewis Brinson from Triple A Omaha. |
| Purchased the contract of SP Tanner Roark from Triple A Omaha. |
| Purchased the contract of RP Jake Jewell from Triple A Omaha. |
| Purchased the contract of LF Joe McCarthy from Triple A Omaha. |
| Purchased the contract of SS Jose Rondon from Triple A Omaha. |
| Purchased the contract of RP Justin Steele from Triple A Omaha. |
| Purchased the contract of RP Heath Fillmyer from Triple A Omaha. |
| Friday, January 11th, 2019 |
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| Placed 1B Matt Adams on the active roster. |
| Sunday, January 6th, 2019 |
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| Placed RP David Hernandez on the active roster. |
| Placed RP Kelvin Herrera on the active roster. |
| Friday, January 4th, 2019 |
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| Signed free agent 1B Matt Adams to a 1-year contract worth a total of $10,000,000. |
