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| 2019 | |
|---|---|
| 2/18/2019 | Announced his retirement. |
| 2018 | |
| 12/19/2018 | Signed by the Minnesota Twins to a minor league contract. |
| 11/02/2018 | Filed for free agency. |
| 3/28/2018 | Acquired from the Chicago White Sox. |
| 1/23/2018 | Signed by the Chicago White Sox to a minor league contract. |
| 2017 | |
| 11/06/2017 | Filed for free agency. |
| 1/23/2017 | Signed by the Kansas City Royals to a minor league contract and invited to spring training. |
| 2016 | |
| 9/07/2016 | Released by the St. Louis Cardinals. |
| 9/04/2016 | Designated for assignment by the St. Louis Cardinals. |
| 3/20/2016 | Optioned to Memphis (AAA). |
| 2015 | |
| 10/09/2015 | Did not make the St. Louis Cardinals playoff roster. |
| 10/05/2015 | Recalled from Memphis (AAA). |
| 4/24/2015 | Optioned to Memphis (AAA). |
| 4/18/2015 | Recalled from Memphis (AAA). |
| 3/29/2015 | Optioned to Memphis (AAA). |
| 2014 | |
| 11/11/2014 | Signed as a free agent by the St. Louis Cardinals to a one-year contract. |
| 10/30/2014 | Opted for minor league free agency. |
| 8/07/2014 | Outrighted to Indianapolis (AAA). |
| 8/03/2014 | Designated for assignment by the Pittsburgh Pirates. |
| 7/05/2014 | Optioned to Indianapolis (AAA). |
| 7/05/2014 | Claimed off waivers from the New York Yankees. |
| 7/03/2014 | Designated for assignment by the New York Yankees. |
| 4/24/2014 | Optioned to Scranton/Wilkes-Barre (AAA). |
| 2013 | |
| 11/20/2013 | Acquired from the San Diego Padres. |
| 2008 | |
| 6/15/2008 | Signed by the San Diego Padres. |
| 6/06/2008 | Drafted by the San Diego Padres in the 26th round (795th overall) in 2008. |
| 2018 | |
| 12/19/2018 | Signed by the Minnesota Twins to a minor league contract. |
| 3/28/2018 | Chicago White Sox traded Dean Anna to the Philadelphia Phillies for future considerations. |
| 1/23/2018 | Signed by the Chicago White Sox to a minor league contract. |
| 2017 | |
| 1/23/2017 | Signed by the Kansas City Royals to a minor league contract. |
| 2014 | |
| 11/11/2014 | Signed as a free agent by the St. Louis Cardinals. |
| 7/05/2014 | Claimed by the Pittsburgh Pirates off waivers from the New York Yankees. |
| 2013 | |
| 11/20/2013 | San Diego Padres traded Dean Anna to the New York Yankees for Ben Paullus. |
| 2008 | |
| 6/05/2008 | Drafted by the San Diego Padres in the 26th round (795th overall) in 2008. |
