| Player History |
| 01-01-2010 | Drafted in the 2010 inaugural draft (Round 7, Pick 13, 193rd overall Pick) by the Cleveland Indians. |
| 07-05-2010 | Was selected to the 2010 Major League Baseball All-Star Game. |
| 11-20-2010 | Received a 1-year contract worth a total of $380,000 through automatic renewal. |
| 01-01-2011 | SISA scouting updated ratings (potential): Stuff: 20 (20); Movement: 20 (20); Control: 14 (15). |
| 06-01-2011 | Wins the MLB AL Pitcher of the Month Award. |
| 06-27-2011 | Was selected to the 2011 Major League Baseball All-Star Game. |
| 07-01-2011 | Wins the MLB AL Pitcher of the Month Award. |
| 11-23-2011 | Received a 1-year contract worth a total of $380,000 through automatic renewal. |
| 01-01-2012 | SISA scouting updated ratings (potential): Stuff: 20 (20); Movement: 20 (20); Control: 15 (15). |
| 04-30-2012 | Injured (back spasms), out for 2 weeks. |
| 07-02-2012 | Was selected to the 2012 Major League Baseball All-Star Game. |
| 11-16-2012 | Received a 1-year contract worth a total of $2,707,200 through arbitration. |
| 01-01-2013 | SISA scouting updated ratings (potential): Stuff: 20 (20); Movement: 18 (18); Control: 8 (8). |
| 05-04-2013 | Injured (strained thigh muscle), day-to-day for 5 days. |
| 07-06-2013 | Was selected to the 2013 Major League Baseball All-Star Game. |
| 10-10-2013 | Injured (bronchitis), day-to-day for 5 days. |
| 11-18-2013 | Received a 1-year contract worth a total of $3,658,200 through arbitration. |
| 01-01-2014 | SISA scouting updated ratings (potential): Stuff: 19 (19); Movement: 18 (18); Control: 10 (10). |
| 03-21-2014 | Signed a 3-year contract extension worth a total of $16,290,000 with the Cleveland Indians organization. |
| 07-12-2014 | Was selected to the 2014 Major League Baseball All-Star Game. |
| 01-01-2015 | SISA scouting updated ratings (potential): Stuff: 20 (20); Movement: 16 (16); Control: 14 (14). |
| 07-10-2015 | Was selected to the 2015 Major League Baseball All-Star Game. |
| 01-01-2016 | SISA scouting updated ratings (potential): Stuff: 17 (17); Movement: 20 (20); Control: 12 (13). |
| 05-09-2016 | Injured (strep throat), out for one week. |
| 06-16-2016 | Injured (dead arm syndrome), out for 1-2 weeks. |
| 01-01-2017 | SISA scouting updated ratings (potential): Stuff: 17 (17); Movement: 18 (18); Control: 11 (11). |
| 03-08-2017 | Injured (finger blister), day-to-day for 1-2 weeks. |
| 07-04-2017 | Was selected to the 2017 Major League Baseball All-Star Game. |
| 11-21-2017 | Became a free agent. |
| 12-24-2017 | Signed a 4-year contract worth a total of $47,160,000 with the Cleveland Indians organization. |
| 01-01-2018 | SISA scouting updated ratings (potential): Stuff: 20 (20); Movement: 16 (17); Control: 11 (12). |
| 07-07-2018 | Was selected to the 2018 Major League Baseball All-Star Game. |
| 01-01-2019 | SISA scouting updated ratings (potential): Stuff: 18 (19); Movement: 17 (18); Control: 12 (13). |
| 07-07-2019 | Was selected to the 2019 Major League Baseball All-Star Game. |
| 01-01-2020 | SISA scouting updated ratings (potential): Stuff: 18 (18); Movement: 16 (17); Control: 13 (13). |
| 07-12-2020 | Was selected to the 2020 Major League Baseball All-Star Game. |
| 08-18-2020 | Injured (dead arm syndrome), out for 1-2 weeks. |
| 01-01-2021 | SISA scouting updated ratings (potential): Stuff: 14 (17); Movement: 16 (16); Control: 14 (14). |
| 06-16-2021 | Signed a 3-year contract extension worth a total of $35,370,000 with the Cleveland Indians organization. |
| 07-01-2021 | Wins the MLB AL Pitcher of the Month Award. |
| 01-01-2022 | SISA scouting updated ratings (potential): Stuff: 12 (18); Movement: 17 (18); Control: 14 (14). |