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| 2022 | |
|---|---|
| 3/15/2022 | Signed by the New York Mets to a minor league contract and invited to spring training. |
| 2021 | |
| 6/01/2021 | Signed with Samsung Lions (Korea Baseball Organization). |
| 6/01/2021 | Released by the New York Yankees. |
| 4/05/2021 | Signed by the New York Yankees to a minor league contract. |
| 3/28/2021 | Released by the New York Mets. |
| 2/14/2021 | Signed by the New York Mets to a minor league contract and invited to spring training. |
| 2020 | |
| 10/30/2020 | Outrighted to Omaha (AAA). |
| 10/30/2020 | Refused minor league assignment from the Kansas City Royals and opted for free agency. |
| 9/23/2020 | Missed 51 games (lat injury). |
| 8/07/2020 | Lat injury, 60-day injured list. |
| 7/28/2020 | Lat injury, 10-day injured list. |
| 2019 | |
| 12/02/2019 | Re-signed by the Kansas City Royals to a one-year contract. |
| 7/17/2019 | Added to the Kansas City Royals 25-man roster. |
| 7/15/2019 | Acquired from the Chicago Cubs |
| 5/31/2019 | Missed 3 games (finger injury). |
| 5/27/2019 | Finger injury, day-to-day. |
| 5/08/2019 | Missed 27 games (strained lat muscle). |
| 4/06/2019 | Strained lat muscle, 10-day injured list (retroactive to April 5th, 2019). |
| 1/11/2019 | Re-signed by the Chicago Cubs to a one-year contract. |
| 2018 | |
| 8/30/2018 | Missed 16 games (left shoulder inflammation). |
| 8/17/2018 | Left shoulder inflammation, 10-day DL (retroactive to August 14th, 2018). |
| 2016 | |
| 7/22/2016 | Added to the Chicago Cubs 25-man roster. |
| 7/20/2016 | Acquired from the Seattle Mariners. |
| 2015 | |
| 10/05/2015 | Recalled from Tacoma (AAA). |
| 8/30/2015 | Optioned to Tacoma (AAA). |
| 6/02/2015 | Recalled from Tacoma (AAA). |
| 4/02/2015 | Optioned to Tacoma (AAA). |
| 3/31/2015 | Acquired from the Tampa Bay Rays. |
| 2014 | |
| 9/29/2014 | Recalled from Durham (AAA). |
| 3/08/2014 | Optioned to Durham (AAA). |
| 2013 | |
| 3/11/2013 | Optioned to Durham (AAA). |
| 2012 | |
| 12/09/2012 | Acquired from the Kansas City Royals. |
| 11/20/2012 | Contract purchased from NW Arkansas (AA). |
| 3/15/2012 | Assigned to minor league camp. |
| 2011 | |
| 3/21/2011 | Assigned to minor league camp. |
| 2008 | |
| 6/05/2008 | Drafted by the Kansas City Royals in the 1st round (36th overall) in 2008. |
| 2021 | |
| 4/05/2021 | Signed by the New York Yankees to a minor league contract. |
| 2/14/2021 | Signed by the New York Mets to a minor league contract. |
| 2019 | |
| 7/15/2019 | Kansas City Royals traded Martin Maldonado to the Chicago Cubs for Mike Montgomery. |
| 2016 | |
| 7/20/2016 | Seattle Mariners traded Mike Montgomery and Jordan Pries to the Chicago Cubs for Dan Vogelbach and Paul Blackburn. |
| 2015 | |
| 3/31/2015 | Tampa Bay Rays traded Mike Montgomery to the Seattle Mariners for Erasmo Ramirez. |
| 2012 | |
| 12/09/2012 | Tampa Bay Rays traded James Shields, Wade Davis and a player to be named (Elliot Johnson 2/12/2013) to the Kansas City Royals for Wil Myers, Jake Odorizzi, Mike Montgomery and Patrick Leonard. |
| 2008 | |
| 6/05/2008 | Drafted by the Kansas City Royals in the 1st round (36th overall) in 2008. |
