| Player History |
| 06/10/1995 | Drafted in the 1995 first-year player draft (Round 1, Pick 3, 3rd overall pick) by the Detroit Tigers. |
| 10/18/1995 | Was selected to the 1995 Arizona Fall League All-Star Game. |
| 01/01/1996 | OSA scouting updated ratings (potential): Stuff: 3 (6); Movement: 5 (8); Control: 4 (8). |
| 04/01/1996 | Named the #3 prospect in the MLB |
| 06/16/1996 | Was selected to the 1996 Double A All-Star Game. |
| 11/01/1996 | Wins the WL AFL Pitcher of the Month Award. |
| 12/04/1996 | Wins the 1996 WL AFL Gold Glove Award at P. |
| 12/05/1996 | Wins the 1996 WL AFL Cy Young Award. |
| 01/01/1997 | OSA scouting updated ratings (potential): Stuff: 4 (7); Movement: 6 (8); Control: 4 (8). |
| 04/07/1997 | Named the #1 prospect in the MLB |
| 06/01/1997 | Wins the AAA IL Pitcher of the Month Award. |
| 06/17/1997 | Was selected to the 1997 Triple A All-Star Game. |
| 08/01/1997 | Wins the AAA IL Pitcher of the Month Award. |
| 10/14/1997 | Wins the 1997 AAA IL Cy Young Award. |
| 01/01/1998 | OSA scouting updated ratings (potential): Stuff: 5 (7); Movement: 7 (8); Control: 5 (8). |
| 03/31/1998 | Named the #4 prospect in the MLB |
| 11/17/1998 | Received a 1-year contract worth a total of $400,000 through automatic renewal. |
| 01/01/1999 | OSA scouting updated ratings (potential): Stuff: 6 (7); Movement: 8 (9); Control: 5 (8). |
| 11/26/1999 | Received a 1-year contract worth a total of $400,000 through automatic renewal. |
| 01/01/2000 | OSA scouting updated ratings (potential): Stuff: 7 (7); Movement: 8 (8); Control: 7 (8). |
| 07/09/2000 | Was selected to the 2000 Major League Baseball All-Star Game. |
| 10/30/2000 | Was traded by the Detroit Tigers to the Chicago White Sox in exchange for RF Bobby Abreu. |
| 11/21/2000 | Received a 1-year contract worth a total of $10,500,000 through arbitration. |
| 01/01/2001 | OSA scouting updated ratings (potential): Stuff: 7 (7); Movement: 8 (8); Control: 7 (8). |
| 07/08/2001 | Was selected to the 2001 Major League Baseball All-Star Game. |
| 10/30/2001 | Won the 2001 Major League Baseball World Series with the Chicago White Sox! |
| 11/21/2001 | Received a 1-year contract worth a total of $11,000,000 through arbitration. |
| 01/01/2002 | OSA scouting updated ratings (potential): Stuff: 7 (7); Movement: 8 (8); Control: 8 (8). |
| 03/09/2002 | Signed a 7-year contract extension worth a total of $94,500,000 with the Chicago White Sox organization. |
| 08/04/2002 | Pitches a 6-hit shutout against the Baltimore Orioles with 6 strikeouts and 3 BB allowed! |
| 09/01/2002 | Wins the MLB AL Pitcher of the Month Award. |
| 01/01/2003 | OSA scouting updated ratings (potential): Stuff: 7 (7); Movement: 8 (8); Control: 8 (8). |
| 03/31/2003 | Pitches a 4-hit shutout against the Kansas City Royals with 9 strikeouts and 1 BB allowed! |
| 04/17/2003 | Pitches a 4-hit shutout against the Kansas City Royals with 11 strikeouts and 1 BB allowed! |
| 04/27/2003 | Pitches a 3-hit shutout against the Minnesota Twins with 11 strikeouts and 1 BB allowed! |
| 07/13/2003 | Was selected to the 2003 Major League Baseball All-Star Game. |
| 01/01/2004 | OSA scouting updated ratings (potential): Stuff: 7 (7); Movement: 8 (8); Control: 8 (8). |
| 10/01/2004 | Wins the MLB AL Pitcher of the Month Award. |