| 01/02/1997 | Drafted in the 1997 inaugural draft (Round 13, Pick 9, 225th overall Pick) by the Hillsborough Highlanders. |
| 11/12/1997 | Became a free agent. |
| 12/01/1997 | Signed a 1-year contract worth a total of $1,810,000 with the Woodstock Harlequins organization. |
| 01/01/1998 | SISA scouting updated ratings (potential): Stuff: 6 (5); Movement: 8 (6); Control: 8 (6). |
| 07/29/1998 | Injured (strained bicep tendon), out for 2 weeks. |
| 11/10/1998 | Became a free agent. |
| 12/05/1998 | Signed a 1-year contract worth a total of $6,010,000 with the Chicago Grizzlies organization. |
| 01/01/1999 | SISA scouting updated ratings (potential): Stuff: 5 (5); Movement: 7 (6); Control: 8 (6). |
| 11/08/1999 | Became a free agent. |
| 12/03/1999 | Signed a 1-year contract worth a total of $6,380,000 with the Chicago Grizzlies organization. |
| 01/01/2000 | SISA scouting updated ratings (potential): Stuff: 6 (5); Movement: 7 (6); Control: 8 (6). |
| 11/12/2000 | Became a free agent. |
| 12/31/2000 | Signed a 3-year contract worth a total of $18,540,000 with the Chicago Grizzlies organization. |
| 01/01/2001 | SISA scouting updated ratings (potential): Stuff: 6 (5); Movement: 7 (6); Control: 8 (6). |
| 06/19/2001 | Injured (tender elbow), day-to-day for 1-2 weeks. |
| 01/01/2002 | SISA scouting updated ratings (potential): Stuff: 6 (5); Movement: 7 (6); Control: 8 (6). |
| 11/05/2002 | Was traded by the Chicago Grizzlies to the Guelph Royals, along with $3,000,000, in exchange for 1B B. Bascom, RF F. Barry. |
| 01/01/2003 | SISA scouting updated ratings (potential): Stuff: 6 (5); Movement: 7 (6); Control: 8 (6). |
| 05/04/2003 | Signed a 2-year contract extension worth a total of $12,360,000 with the Guelph Royals organization. |
| 01/01/2004 | SISA scouting updated ratings (potential): Stuff: 6 (5); Movement: 7 (6); Control: 8 (6). |
| 10/20/2004 | Won the 2004 Over The Mound World Series with the Guelph Royals! |
| 01/01/2005 | SISA scouting updated ratings (potential): Stuff: 5 (5); Movement: 7 (6); Control: 8 (6). |
| 03/21/2005 | Signed a 2-year contract extension worth a total of $12,360,000 with the Guelph Royals organization. |
| 01/01/2006 | SISA scouting updated ratings (potential): Stuff: 5 (5); Movement: 6 (6); Control: 8 (6). |
| 10/15/2006 | Won the 2006 Over The Mound World Series with the Guelph Royals! |
| 01/01/2007 | SISA scouting updated ratings (potential): Stuff: 4 (5); Movement: 6 (6); Control: 8 (6). |
| 06/11/2007 | Injured (dead arm syndrome), out for 1-2 weeks. |