| 06/06/2011 |
Drafted by the Boston Red Sox in the 1st round (40th) of the 2011 MLB June Amateur Draft from University of South Carolina (Columbia, SC). |
| 07/12/2016 |
Selected to the 2016 MLB All-Star Game. |
| 10/18/2018 |
Wins the 2018 ALCS MVP Award. |
| 10/28/2018 |
Wins the 2018 World Series with the Boston Red Sox. |
| 11/04/2018 |
Wins the 2018 MLB AL Gold Glove Award at CF. |
| 01/11/2019 |
Signed a 1-year contract extension worth a total of $8,550,000 with the Boston Red Sox organization. |
| 01/10/2020 |
Signed a 1-year contract extension worth a total of $11,000,000 with the Boston Red Sox organization. |
| 10/28/2020 |
Granted Free Agency. |
| 03/08/2021 |
Signed as a Free Agent with the Milwaukee Brewers. |
| 12/01/2021 |
Traded by the Milwaukee Brewers with SS David Hamilton and 3B Alex Binelas to the Boston Red Sox for RF Hunter Renfroe. |
| 08/04/2022 |
Released by the Boston Red Sox. |
| 08/09/2022 |
Signed as a Free Agent with the Toronto Blue Jays. |
| 11/07/2022 |
Granted Free Agency. |
| 03/02/2023 |
Signed as a Free Agent with the Kansas City Royals. |
| 06/16/2023 |
Released by the Kansas City Royals. |
| 07/24/2024 |
New York Mets signed free agent CF Jackie Bradley Jr. to a minor league contract. [Auto] |
| 07/25/2024 |
CF Jackie Bradley Jr. assigned to Syracuse Mets. [Auto] |
| 08/03/2024 |
Syracuse Mets placed CF Jackie Bradley Jr. on the temporarily inactive list. [Auto] |
| 08/08/2024 |
Syracuse Mets activated CF Jackie Bradley Jr. from the temporarily inactive list. [Auto] |
| 09/06/2024 |
Syracuse Mets transferred CF Jackie Bradley Jr. to the Development List. [Auto] |
| 09/23/2024 |
Syracuse Mets released CF Jackie Bradley Jr.. [Auto] |
| 01/01/2025 |
OSA scouting updated ratings (potential): Contact: 45 (45); Power: 35 (35); Eye: 45 (45). |