| 06/09/2016 |
Drafted by the Boston Red Sox in the 18th round (538th) of the 2016 MLB June Amateur Draft from Hill College (Hillsboro, TX) |
| 06/12/2017 |
Drafted by the New York Yankees in the 3rd round of the 2017 MLB June Amateur Draft from University of Arkansas (Fayetteville, AR). |
| 12/10/2020 |
Drafted by the Cleveland Guardians from the New York Yankees in the 2020 rule 5 draft. |
| 03/27/2025 |
Cleveland Guardians placed RHP Trevor Stephan on the 15-day injured list retroactive to March 24, 2025. Right elbow ulnar collateral ligament reconstruction. [Auto] |
| 04/22/2025 |
Cleveland Guardians transferred RHP Trevor Stephan from the 15-day injured list to the 60-day injured list. Right elbow ulnar collateral ligament reconstruction. [Auto] |
| 06/10/2025 |
Cleveland Guardians sent RHP Trevor Stephan on a rehab assignment to ACL Guardians. [Auto] |
| 06/17/2025 |
Cleveland Guardians sent RHP Trevor Stephan on a rehab assignment to Columbus Clippers. [Auto] |
| 06/24/2025 |
Cleveland Guardians sent RHP Trevor Stephan on a rehab assignment to Akron RubberDucks. [Auto] |
| 07/02/2025 |
Cleveland Guardians sent RHP Trevor Stephan on a rehab assignment to Columbus Clippers. [Auto] |
| 07/29/2025 |
Cleveland Guardians sent RHP Trevor Stephan on a rehab assignment to Akron RubberDucks. [Auto] |
| 07/30/2025 |
Cleveland Guardians activated RHP Trevor Stephan from the 60-day injured list. [Auto] |
| 07/30/2025 |
Cleveland Guardians optioned RHP Trevor Stephan to Columbus Clippers. [Auto] |
| 01/01/2026 |
OSA scouting updated ratings (potential): Stuff: 70 (70); Movement: 55 (55); Control: 55 (55). |
| 11/21/2026 |
Was traded by the Cleveland Guardians to the Milwaukee Brewers in exchange for SS Joey Ortiz. |
| 01/01/2027 |
OSA scouting updated ratings (potential): Stuff: 70 (70); Movement: 60 (60); Control: 55 (55). |
| 11/07/2027 |
Milwaukee Brewers voided the team option year. |
| 11/30/2027 |
Became a free agent. |
| 12/31/2027 |
Signed a 1-year contract worth a total of $5,700,000 with the Los Angeles Angels organization. |
| 01/01/2028 |
OSA scouting updated ratings (potential): Stuff: 70 (70); Movement: 60 (60); Control: 55 (55). |
| 11/26/2028 |
Became a free agent. |
| 01/01/2029 |
OSA scouting updated ratings (potential): Stuff: 65 (65); Movement: 55 (55); Control: 55 (55). |
| 01/06/2029 |
Signed a 1-year contract worth a total of $4,280,000 with the Boston Red Sox organization. |
| 11/07/2029 |
Signed a 2-year contract extension worth a total of $16,800,000 with the Boston Red Sox organization. |
| 11/10/2029 |
Finished 2nd in 2029 MLB AL Reliever of the Year voting. |
| 01/01/2030 |
OSA scouting updated ratings (potential): Stuff: 65 (65); Movement: 55 (55); Control: 55 (55). |
| 05/22/2030 |
Injured (strained hamstring),day-to-day for 3 weeks. |
| 07/14/2030 |
Was selected to the 2030 Major League Baseball All-Star Game. |
| 09/11/2030 |
Injured on 09/08/2030, diagnosed with a torn back muscle, will miss 4 months. |
| 11/01/2030 |
Wins the 2030 World Series with the Boston Red Sox. |
| 01/01/2031 |
OSA scouting updated ratings (potential): Stuff: 75 (75); Movement: 55 (55); Control: 60 (60). |
| 02/24/2031 |
Injured on 02/22/2031, diagnosed with a strained hamstring, will miss 5-6 weeks. |
| 07/28/2031 |
Was traded by the Boston Red Sox to the Milwaukee Brewers, along with $2,650,000, in exchange for RF Gabriel Rodriguez and C Jose Guzman. |
| 08/12/2031 |
Injured on 08/11/2031, diagnosed with shoulder inflammation, is day-to-day. |
| 08/24/2031 |
Injured on 08/20/2031, diagnosed with a ruptured finger tendon, will miss 4 months. |
| 10/05/2031 |
Wins the 2031 International League Round 2 with the Worcester Red Sox! |
| 11/21/2031 |
Became a free agent. |
| 01/01/2032 |
OSA scouting updated ratings (potential): Stuff: 70 (70); Movement: 55 (55); Control: 60 (60). |
| 01/15/2032 |
Signed a 2-year contract worth a total of $20,200,000 with the Chicago Cubs organization. |
| 11/01/2032 |
Wins the 2032 World Series with the Chicago Cubs. |
| 11/02/2032 |
Has failed to meet the vesting criteria in his contract. |
| 11/25/2032 |
Became a free agent. |
| 12/30/2032 |
Signed a 2-year contract worth a total of $20,600,000 with the Los Angeles Angels organization. |
| 01/01/2033 |
OSA scouting updated ratings (potential): Stuff: 65 (65); Movement: 55 (55); Control: 60 (60). |
| 03/02/2033 |
Injured (hamstring soreness),day-to-day for 2 days. |
| 04/11/2033 |
Injured (mild calf strain),day-to-day for 1 day. |
| 07/21/2033 |
Injured on 07/20/2033, diagnosed with back spasms, is day-to-day. |
| 07/30/2033 |
Injured on 07/26/2033, diagnosed with a damaged elbow ligament, will miss 13-14 months. |
| 01/01/2034 |
OSA scouting updated ratings (potential): Stuff: 60 (60); Movement: 55 (55); Control: 60 (60). |
| 11/11/2034 |
Became a free agent. |
| 12/12/2034 |
Signed a 1-year contract worth a total of $1,860,000 with the Colorado Rockies organization. |
| 01/01/2035 |
OSA scouting updated ratings (potential): Stuff: 55 (55); Movement: 55 (55); Control: 60 (60). |
| 02/21/2035 |
Injured (back spasms),day-to-day for 5 days. |
| 06/20/2035 |
Injured (strep throat),day-to-day for 4 days. |
| 06/24/2035 |
Injured on 06/21/2035, diagnosed with a strained oblique, will miss 5 weeks. |
| 08/09/2035 |
Injured (neck stiffness),day-to-day for 1 day. |
| 08/15/2035 |
Injured (mild shoulder inflammation),day-to-day for one week. |
| 08/18/2035 |
Suffered setback in recovery from injury, will miss another one week. |
| 09/02/2035 |
Injured (back spasms),day-to-day for 1 day. |