| 06/05/2015 |
Drafted by the San Francisco Giants in the 36th round of the 2015 MLB June Amateur Draft from Conestoga HS (Berwyn, PA). |
| 06/12/2017 |
Drafted by the Chicago Cubs in the 1st round (27th) of the 2017 MLB June Amateur Draft from State College of Florida, Manatee-Sarasota (Bradenton, FL). |
| 11/06/2023 |
Traded by the Chicago Cubs to the Toronto Blue Jays. |
| 04/15/2025 |
LHP Brendon Little changed number to 42. [Auto] |
| 04/16/2025 |
LHP Brendon Little changed number to 54. [Auto] |
| 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: 80 (80); Movement: 70 (70); Control: 35 (40). |
| 05/18/2026 |
Was traded by the Toronto Blue Jays to the Texas Rangers in exchange for SP Jacob deGrom. |
| 11/09/2026 |
Signed a 1-year contract extension worth a total of $1,340,000 with the Texas Rangers organization. |
| 01/01/2027 |
OSA scouting updated ratings (potential): Stuff: 80 (80); Movement: 70 (70); Control: 35 (35). |
| 02/21/2027 |
Injured (sprained ankle),day-to-day for 5 days. |
| 07/18/2027 |
Was selected to the 2027 Major League Baseball All-Star Game. |
| 11/11/2027 |
Signed a 1-year contract extension worth a total of $2,840,000 with the Texas Rangers organization. |
| 01/01/2028 |
OSA scouting updated ratings (potential): Stuff: 75 (75); Movement: 70 (70); Control: 35 (35). |
| 11/07/2028 |
Signed a 1-year contract extension worth a total of $4,680,000 with the Texas Rangers organization. |
| 01/01/2029 |
OSA scouting updated ratings (potential): Stuff: 75 (75); Movement: 70 (70); Control: 35 (35). |
| 11/05/2029 |
Signed a 1-year contract extension worth a total of $7,500,000 with the Texas Rangers organization. |
| 12/02/2029 |
Signed a 2-year contract extension worth a total of $15,800,000 with the Texas Rangers organization. |
| 01/01/2030 |
OSA scouting updated ratings (potential): Stuff: 75 (75); Movement: 70 (70); Control: 35 (35). |
| 04/23/2030 |
Injured (food poisoning),out for 2 days. |
| 01/01/2031 |
OSA scouting updated ratings (potential): Stuff: 75 (75); Movement: 70 (70); Control: 35 (35). |
| 04/17/2031 |
Injured (heart palpitations),out for 4 days. |
| 01/01/2032 |
OSA scouting updated ratings (potential): Stuff: 75 (75); Movement: 65 (65); Control: 35 (35). |
| 02/26/2032 |
Injured (finger blister),day-to-day for one week. |
| 04/05/2032 |
Released by the Texas Rangers. |
| 04/13/2032 |
Signed a minor league contract with majors option with the Chicago Cubs organization. |
| 11/01/2032 |
Wins the 2032 World Series with the Chicago Cubs. |
| 11/25/2032 |
Became a free agent. |
| 12/25/2032 |
Signed a 1-year contract worth a total of $4,640,000 with the Toronto Blue Jays organization. |
| 01/01/2033 |
OSA scouting updated ratings (potential): Stuff: 75 (75); Movement: 65 (65); Control: 35 (35). |
| 07/29/2033 |
Was traded by the Toronto Blue Jays to the Boston Red Sox, along with RP Eric Adler, in exchange for 2B Omar Monterrosa, RP Matt Burnes, and C David Ahlstrom. |
| 11/12/2033 |
Became a free agent. |
| 12/13/2033 |
Signed a 1-year contract worth a total of $4,440,000 with the Toronto Blue Jays organization. |
| 01/01/2034 |
OSA scouting updated ratings (potential): Stuff: 75 (75); Movement: 65 (65); Control: 35 (35). |
| 07/31/2034 |
Was traded by the Toronto Blue Jays to the Colorado Rockies, along with CL Travis Valentine, in exchange for 1B Bronson Knopp and SP Gary Gill Hill. |
| 11/11/2034 |
Became a free agent. |
| 01/01/2035 |
OSA scouting updated ratings (potential): Stuff: 70 (70); Movement: 65 (65); Control: 35 (35). |
| 01/18/2035 |
Signed a 1-year contract worth a total of $3,680,000 with the St. Louis Cardinals organization. |
| 05/29/2035 |
Released by the St. Louis Cardinals. |
| 06/06/2035 |
Signed a minor league contract with majors option with the Los Angeles Dodgers organization. |