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| 2020 | |
|---|---|
| 11/02/2020 | Filed for free agency. |
| 8/03/2020 | Signed by the Chicago White Sox to a minor league contract and invited to spring training. |
| 2019 | |
| 9/12/2019 | Released by the Toronto Blue Jays. |
| 9/02/2019 | Missed 45 games (strained lat muscle). |
| 7/14/2019 | Strained lat muscle, 10-day injured list. |
| 5/23/2019 | Missed 48 games (right knee injury). |
| 4/01/2019 | Right knee injury, 10-day injured list (retroactive to March 29th, 2019). |
| 3/31/2019 | Right knee injury, sidelined indefinitely. |
| 2018 | |
| 12/30/2018 | Acquired from the San Diego Padres |
| 12/20/2018 | Designated for assignment by the San Diego Padres. |
| 11/02/2018 | Missed the last 30 regular season games (left knee injury). |
| 8/31/2018 | Left knee injury, 60-day DL. |
| 8/28/2018 | Left knee injury, 10-day DL (retroactive to August 25th, 2018). |
| 2017 | |
| 9/20/2017 | Signed by the San Diego Padres to a two-year contract extension. |
| 2016 | |
| 12/20/2016 | Re-signed as a free agent by the San Diego Padres to a one-year contract. |
| 11/04/2016 | Filed for free agency. |
| 8/06/2016 | Signed as a free agent by the San Diego Padres. |
| 8/03/2016 | Released by the Chicago Cubs. |
| 7/26/2016 | Designated for assignment by the Chicago Cubs. |
| 7/15/2016 | Missed 20 games (blister). |
| 6/21/2016 | Blister, 15-day DL. |
| 2015 | |
| 12/02/2015 | Re-signed as a free agent by the Chicago Cubs to a one-year contract. |
| 11/02/2015 | Filed for free agency. |
| 8/05/2015 | Re-signed as a free agent by the Chicago Cubs to a one-year contract. |
| 8/04/2015 | Refused minor league assignment from the Chicago Cubs and opted for free agency. |
| 8/03/2015 | Designated for assignment by the Chicago Cubs. |
| 8/02/2015 | Recalled from Iowa (AAA). |
| 7/23/2015 | Optioned to Iowa (AAA). |
| 7/22/2015 | Designated for assignment by the Chicago Cubs. |
| 7/03/2015 | Acquired from the Pittsburgh Pirates. |
| 7/03/2015 | Contract purchased from Iowa (AAA). |
| 2014 | |
| 12/03/2014 | Signed by the Pittsburgh Pirates to a minor league contract and invited to spring training. |
| 11/04/2014 | Opted for minor league free agency. |
| 7/30/2014 | Signed by the Arizona Diamondbacks to a minor league contract. |
| 2013 | |
| 10/28/2013 | Outrighted to Tucson (AAA). |
| 10/28/2013 | Refused minor league assignment from the San Diego Padres and opted for free agency. |
| 10/28/2013 | Missed the last 88 regular season games (left shoulder injury). |
| 7/12/2013 | Left shoulder injury, 60-day DL. |
| 6/22/2013 | Left shoulder injury, 15-day DL. |
| 5/27/2013 | Missed 19 games (intestinal virus). |
| 5/05/2013 | Intestinal virus, 15-day DL. |
| 4/23/2013 | Missed 3 games (flu). |
| 4/20/2013 | Flu, day-to-day. |
| 2/16/2013 | Re-signed by the San Diego Padres to a one-year contract. |
| 2012 | |
| 1/23/2012 | Re-signed by the San Diego Padres to a one-year contract. |
| 2011 | |
| 10/28/2011 | Missed the last 76 regular season games (strained left shoulder). |
| 8/26/2011 | Transferred from the 15-day DL to the 60-day DL (strained left shoulder). |
| 7/05/2011 | Strained left shoulder, 15-day DL. |
| 2/27/2011 | Re-signed by the San Diego Padres to a one-year contract. |
| 2010 | |
| 3/03/2010 | Re-signed by the San Diego Padres to a one-year contract. |
| 2009 | |
| 7/31/2009 | Acquired from the Chicago White Sox. |
| 2/25/2009 | Re-signed by the Chicago White Sox to a one-year contract. |
| 2008 | |
| 8/15/2008 | Recalled from Charlotte (AAA). |
| 8/04/2008 | Optioned to Charlotte (AAA). |
| 7/21/2008 | Contract purchased from Charlotte (AAA). |
| 2005 | |
| 6/17/2005 | Signed by the Chicago White Sox. |
| 6/07/2005 | Drafted by the Chicago White Sox in the 8th round (245th overall) in 2005. |
| 2020 | |
| 8/03/2020 | Signed by the Chicago White Sox to a minor league contract. |
| 2018 | |
| 12/30/2018 | San Diego Padres traded Clayton Richard and cash to the Toronto Blue Jays for Connor Panas. |
| 2016 | |
| 8/06/2016 | Signed as a free agent by the San Diego Padres. |
| 2015 | |
| 7/03/2015 | Pittsburgh Pirates traded Clayton Richard to the Chicago Cubs for cash considerations. |
| 2014 | |
| 12/03/2014 | Signed by the Pittsburgh Pirates to a minor league contract. |
| 7/30/2014 | Signed by the Arizona Diamondbacks to a minor league contract. |
| 2009 | |
| 7/31/2009 | San Diego Padres traded Jake Peavy to the Chicago White Sox for Clayton Richard, Aaron Poreda, Adam Russell and Dexter Carter. |
| 2005 | |
| 6/07/2005 | Drafted by the Chicago White Sox in the 8th round in 2005. |
