| 11/13/2018 |
Finished 2nd in 2018 MLB AL Cy Young Award voting. |
| 01/01/2019 |
OSA scouting updated ratings (potential): Stuff: 80 (80); Movement: 65 (65); Control: 55 (55). |
| 07/07/2019 |
Was selected to the 2019 Major League Baseball All-Star Game. |
| 11/07/2019 |
Wins the 2019 MLB AL Reliever of the Year Award. |
| 01/01/2020 |
OSA scouting updated ratings (potential): Stuff: 80 (80); Movement: 65 (65); Control: 55 (55). |
| 05/06/2020 |
Injured on 05/05/2020, diagnosed with back spasms, is day-to-day. |
| 08/26/2020 |
Injured (Bone chips (elbow)), out for 6-7 weeks. |
| 11/19/2020 |
Signed a 2-year contract extension worth a total of $16,100,000 with the Toronto Blue Jays organization. |
| 01/01/2021 |
OSA scouting updated ratings (potential): Stuff: 80 (80); Movement: 60 (60); Control: 50 (50). |
| 07/11/2021 |
Was selected to the 2021 Major League Baseball All-Star Game. |
| 01/01/2022 |
OSA scouting updated ratings (potential): Stuff: 80 (80); Movement: 60 (60); Control: 50 (50). |
| 07/24/2022 |
Released by the Toronto Blue Jays. |
| 07/26/2022 |
Signed a 1-year contract worth a total of $590,000 with the Cleveland Spiders organization. |
| 11/25/2022 |
Became a free agent. |
| 01/01/2023 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 55 (55); Control: 50 (50). |
| 09/01/2023 |
Signed a minor league contract with the Baltimore Orioles organization. |
| 10/09/2023 |
Released by the Baltimore Orioles. |