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| 2022 | |
|---|---|
| 9/20/2022 | Left shoulder injury, day-to-day. |
| 7/10/2022 | Missed 37 games (right oblique strain). |
| 6/01/2022 | Right oblique strain, 15-day injured list (retroactive to May 31st, 2022). |
| 5/07/2022 | Missed 2 games (bereavement list). |
| 5/03/2022 | Bereavement list, day-to-day. |
| 3/19/2022 | Signed as a free agent by the Chicago Cubs to a one-year contract. |
| 2021 | |
| 11/03/2021 | Filed for free agency. |
| 4/24/2021 | Missed 6 games (left forearm injury). |
| 4/16/2021 | Left forearm injury, 10-day injured list. |
| 2020 | |
| 11/16/2020 | Signed as a free agent by the Atlanta Braves to a one-year contract. |
| 10/28/2020 | Filed for free agency. |
| 9/10/2020 | Missed 35 games (left index finger). |
| 8/02/2020 | Left index finger, 10-day injured list. |
| 1/16/2020 | Signed as a free agent by the San Francisco Giants to a one-year contract. |
| 2019 | |
| 10/31/2019 | Filed for free agency. |
| 7/19/2019 | Signed as a free agent by the Philadelphia Phillies to a one-year contract. |
| 7/18/2019 | Released by the Milwaukee Brewers. |
| 7/01/2019 | Signed by the Milwaukee Brewers to a minor league contract. |
| 6/25/2019 | Released by the Texas Rangers. |
| 6/20/2019 | Designated for assignment by the Texas Rangers. |
| 6/14/2019 | Missed 2 games (sprained ankle). |
| 6/12/2019 | Sprained ankle, day-to-day. |
| 5/19/2019 | Missed 2 games (sprained left ankle). |
| 5/17/2019 | Sprained left ankle, day-to-day. |
| 5/05/2019 | Missed 13 games (left arm injury). |
| 4/23/2019 | Left arm injury, 10-day injured list (retroactive to April 20th, 2019). |
| 2018 | |
| 11/02/2018 | Missed all 163 regular season and 1 playoff game (tommy john surgery). |
| 11/02/2018 | Acquired from the Chicago Cubs |
| 2/16/2018 | Tommy John surgery, 60-day DL. |
| 2017 | |
| 12/12/2017 | Signed as a free agent by the Chicago Cubs to a two-year contract. |
| 12/01/2017 | Seattle Mariners declined to tender a contract. |
| 11/02/2017 | Missed all 162 regular season games (left flexor strain). |
| 4/04/2017 | Left flexor strain, 60-day DL. |
| 3/31/2017 | Left flexor strain, 10-day DL. |
| 1/13/2017 | Re-signed by the Seattle Mariners to a one-year contract. |
| 1/11/2017 | Acquired from the Tampa Bay Rays. |
| 2016 | |
| 2/04/2016 | Re-signed by the Tampa Bay Rays to a one-year contract. |
| 2015 | |
| 8/15/2015 | Missed 89 games (left shoulder injury). |
| 5/13/2015 | Left shoulder injury, 60-day DL. |
| 5/08/2015 | Left shoulder injury, 15-day DL (retroactive to May 6th, 2015). |
| 4/24/2015 | Missed 16 games (left shoulder injury). |
| 4/05/2015 | Left shoulder injury, 15-day DL (retroactive to March 27th, 2015). |
| 1/16/2015 | Re-signed by the Tampa Bay Rays to a one-year contract. |
| 2014 | |
| 7/31/2014 | Acquired from the Detroit Tigers. |
| 2/24/2014 | Re-signed by the Detroit Tigers to a one-year contract. |
| 2012 | |
| 8/24/2012 | Recalled from Toledo (AAA). |
| 7/29/2012 | Missed 17 games (strained intercostal muscle). |
| 7/29/2012 | Optioned to Toledo (AAA). |
| 7/14/2012 | Strained intercostal, 15-day DL (retroactive to July 7th, 2012). |
| 6/24/2012 | Missed 12 games (finger injury). |
| 6/14/2012 | Finger injury, 15-day DL (retroactive to June 11th, 2012). |
| 6/12/2012 | Finger injury, day-to-day. |
| 4/11/2012 | Contract purchased from Toledo (AAA). |
| 2010 | |
| 6/08/2010 | Drafted by the Detroit Tigers in the 2nd round (68th overall) in 2010. |
| 2020 | |
| 11/16/2020 | Signed as a free agent by the Atlanta Braves. |
| 1/16/2020 | Signed as a free agent by the San Francisco Giants. |
| 2019 | |
| 7/19/2019 | Signed as a free agent by the Philadelphia Phillies. |
| 7/01/2019 | Signed by the Milwaukee Brewers to a minor league contract. |
| 2018 | |
| 11/02/2018 | Chicago Cubs traded Drew Smyly and a player to be named later to the Texas Rangers for a player to be named later. |
| 2017 | |
| 12/12/2017 | Signed as a free agent by the Chicago Cubs. |
| 1/11/2017 | Tampa Bay Rays traded Drew Smyly to the Seattle Mariners for Carlos Vargas, Mallex Smith and Ryan Yarbrough. |
| 2014 | |
| 7/31/2014 | In a three-way deal: Tampa Bay Rays traded David Price to the Detroit Tigers for Drew Smyly and Willy Adames; Detroit Tigers traded Austin Jackson to the Seattle Mariners; Seattle Mariners traded Nick Franklin to the Tampa Bay Rays. |
| 2010 | |
| 6/07/2010 | Drafted by the Detroit Tigers in the 2nd round in 2010. |
