| Player History |
| 06-15-2012 | Drafted in the 2012 first-year player draft (Round 13, Pick 9, 369th overall Pick) by the Milwaukee Brewers. |
| 01-01-2013 | SISA scouting updated ratings (potential): Stuff: 3 (10); Movement: 4 (14); Control: 1 (7). |
| 01-01-2014 | SISA scouting updated ratings (potential): Stuff: 8 (8); Movement: 2 (8); Control: 6 (10). |
| 01-01-2015 | SISA scouting updated ratings (potential): Stuff: 6 (9); Movement: 13 (15); Control: 7 (15). |
| 01-01-2016 | SISA scouting updated ratings (potential): Stuff: 14 (14); Movement: 11 (11); Control: 7 (14). |
| 06-04-2016 | Was selected to the 2016 MLB Triple A All-Star Game. |
| 07-30-2016 | Injured (torn bicep muscle), out for 2-3 months. |
| 01-01-2017 | SISA scouting updated ratings (potential): Stuff: 11 (11); Movement: 13 (13); Control: 8 (15). |
| 04-10-2017 | Injured (strained back muscle), day-to-day for 1-2 weeks. |
| 11-21-2017 | Received a 1-year contract worth a total of $380,000 through automatic renewal. |
| 01-01-2018 | SISA scouting updated ratings (potential): Stuff: 9 (9); Movement: 12 (12); Control: 14 (17). |
| 11-22-2018 | Received a 1-year contract worth a total of $380,000 through automatic renewal. |
| 01-01-2019 | SISA scouting updated ratings (potential): Stuff: 10 (10); Movement: 14 (14); Control: 15 (17). |
| 11-15-2019 | Received a 1-year contract worth a total of $2,111,400 through arbitration. |
| 01-01-2020 | SISA scouting updated ratings (potential): Stuff: 11 (11); Movement: 13 (13); Control: 16 (16). |
| 11-21-2020 | Received a 1-year contract worth a total of $3,571,100 through arbitration. |
| 01-01-2021 | SISA scouting updated ratings (potential): Stuff: 10 (10); Movement: 15 (15); Control: 18 (18). |
| 06-01-2021 | Wins the MLB NL Pitcher of the Month Award. |
| 07-10-2021 | Was selected to the 2021 Major League Baseball All-Star Game. |
| 11-21-2021 | Received a 1-year contract worth a total of $7,134,000 through arbitration. |
| 01-01-2022 | SISA scouting updated ratings (potential): Stuff: 11 (11); Movement: 14 (14); Control: 16 (16). |
| 11-23-2022 | Became a free agent. |
| 12-26-2022 | Signed a 3-year contract worth a total of $29,370,000 with the Boston Red Sox organization. |
| 01-01-2023 | SISA scouting updated ratings (potential): Stuff: 10 (10); Movement: 14 (14); Control: 17 (17). |
| 07-09-2023 | Was selected to the 2023 Major League Baseball All-Star Game. |
| 11-07-2023 | Wins the 2023 MLB AL Gold Glove Award at P. |
| 01-01-2024 | SISA scouting updated ratings (potential): Stuff: 11 (11); Movement: 12 (13); Control: 17 (17). |
| 06-25-2024 | Pitches a 1-hit shutout against the Florida Marlins with 8 strikeouts and 1 BB allowed! |
| 08-01-2024 | Wins the MLB AL Pitcher of the Month Award. |
| 01-01-2025 | SISA scouting updated ratings (potential): Stuff: 11 (11); Movement: 14 (14); Control: 16 (16). |
| 04-10-2025 | Signed a 5-year contract extension worth a total of $59,900,000 with the Boston Red Sox organization. |
| 07-13-2025 | Was selected to the 2025 Major League Baseball All-Star Game. |
| 07-17-2025 | Pitches a 4-hit shutout against the Texas Rangers with 3 strikeouts and 0 BB allowed! |
