| 06/03/2019 |
Drafted by the Arizona Diamondbacks in the 1st round (34th) of the 2019 MLB June Amateur Draft from Ball State University (Muncie, IN). |
| 03/19/2025 |
Arizona Diamondbacks optioned RHP Drey Jameson to Reno Aces. [Auto] |
| 04/19/2025 |
Arizona Diamondbacks recalled RHP Drey Jameson from Reno Aces. [Auto] |
| 04/28/2025 |
Arizona Diamondbacks optioned RHP Drey Jameson to Reno Aces. [Auto] |
| 05/20/2025 |
Reno Aces placed RHP Drey Jameson on the 7-day injured list. [Auto] |
| 06/24/2025 |
Reno Aces sent RHP Drey Jameson on a rehab assignment to ACL D-backs. [Auto] |
| 10/10/2025 |
Wins the 2025 Texas League Round 2 with the Amarillo Sod Poodles! |
| 11/25/2025 |
Received a 1-year contract through automatic renewal worth a total of $760,000. |
| 01/01/2026 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 50 (50); Control: 45 (50). |
| 11/28/2026 |
Received a 1-year contract through automatic renewal worth a total of $760,000. |
| 01/01/2027 |
OSA scouting updated ratings (potential): Stuff: 45 (45); Movement: 50 (50); Control: 50 (50). |
| 02/17/2027 |
Unsuccessfully completed training to increase his endurance on the mound at the Arizona Diamondbacks development complex. |
| 06/15/2027 |
Injured (mild abdominal strain),day-to-day for 2 days. |
| 07/07/2027 |
Injured on 07/06/2027, diagnosed with elbow inflammation, will miss 3 weeks. |
| 11/11/2027 |
Signed a 1-year contract extension worth a total of $1,640,000 with the Arizona Diamondbacks organization. |
| 12/17/2027 |
Was traded by the Arizona Diamondbacks to the Boston Red Sox in exchange for SP Yhoiker Fajardo and C Guillermo Taveras. |
| 01/01/2028 |
OSA scouting updated ratings (potential): Stuff: 45 (45); Movement: 50 (50); Control: 50 (50). |
| 11/07/2028 |
Signed a 1-year contract extension worth a total of $3,520,000 with the Boston Red Sox organization. |
| 01/01/2029 |
OSA scouting updated ratings (potential): Stuff: 45 (45); Movement: 50 (50); Control: 50 (50). |
| 09/04/2029 |
Suspended 6 games after ejection following a brawl. |
| 11/05/2029 |
Signed a 1-year contract extension worth a total of $6,100,000 with the Boston Red Sox organization. |
| 01/01/2030 |
OSA scouting updated ratings (potential): Stuff: 45 (45); Movement: 50 (50); Control: 55 (55). |
| 03/23/2030 |
Signed a 2-year contract extension worth a total of $16,800,000 with the Boston Red Sox organization. |
| 05/18/2030 |
Injured (dead arm),out for 4 days. |
| 11/01/2030 |
Wins the 2030 World Series with the Boston Red Sox. |
| 01/01/2031 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 55 (55); Control: 55 (55). |
| 02/12/2031 |
Unsuccessfully completed training to increase his velocity at the Boston Red Sox development complex. |
| 01/01/2032 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 55 (55); Control: 55 (55). |
| 11/25/2032 |
Became a free agent. |
| 01/01/2033 |
OSA scouting updated ratings (potential): Stuff: 45 (45); Movement: 55 (55); Control: 55 (55). |
| 03/30/2033 |
Signed a minor league contract with majors option with the El Paso Bisons organization. |
| 05/19/2033 |
Injured on 05/16/2033, diagnosed with a torn rotator cuff, will miss 9 months. |
| 11/12/2033 |
Became a free agent. |
| 12/13/2033 |
Signed a 1-year contract worth a total of $5,000,000 with the Texas Rangers organization. |
| 01/01/2034 |
OSA scouting updated ratings (potential): Stuff: 45 (45); Movement: 55 (55); Control: 55 (55). |
| 02/22/2034 |
Injured (back stiffness),day-to-day for one week. |
| 04/17/2034 |
Injured (flu),day-to-day for 4 days. |
| 05/19/2034 |
Injured (mild abdominal strain),day-to-day for one week. |
| 05/21/2034 |
Injured on 05/20/2034, diagnosed with a partially torn labrum, will miss 4 months. |
| 09/24/2034 |
Injured on 09/22/2034, diagnosed with a torn rotator cuff, will miss 15 months. |
| 11/11/2034 |
Became a free agent. |
| 01/01/2035 |
OSA scouting updated ratings (potential): Stuff: 45 (45); Movement: 55 (55); Control: 55 (55). |