| 12/06/1997 |
Drafted in the 1997 first-year player draft (Round 2, Pick 3, 35th overall pick) by the Cincinnati Reds. |
| 01/01/1998 |
OSA scouting updated ratings (potential): Stuff: 50 (70); Movement: 35 (45); Control: 30 (45). |
| 01/26/1998 |
Signed a minor league contract with the Cincinnati Reds organization with a signing bonus of $205,000. |
| 04/06/1998 |
Named the #16 prospect in the MLB |
| 07/05/1998 |
Named the #7 prospect in the MLB |
| 10/25/1998 |
Named the #6 prospect in the MLB |
| 01/01/1999 |
OSA scouting updated ratings (potential): Stuff: 55 (70); Movement: 45 (45); Control: 35 (50). |
| 04/05/1999 |
Named the #23 prospect in the MLB |
| 11/14/1999 |
Received a 1-year contract through automatic renewal worth a total of $214,000. |
| 11/19/1999 |
Was traded by the Cincinnati Reds to the Chicago White Sox in exchange for 2B Damion Easley. |
| 01/01/2000 |
OSA scouting updated ratings (potential): Stuff: 70 (80); Movement: 40 (45); Control: 35 (45). |
| 11/20/2000 |
Received a 1-year contract through automatic renewal worth a total of $224,000. |
| 01/01/2001 |
OSA scouting updated ratings (potential): Stuff: 70 (70); Movement: 40 (40); Control: 40 (45). |
| 10/29/2001 |
Signed a 1-year contract extension worth a total of $442,000 with the Chicago White Sox organization. |
| 01/01/2002 |
OSA scouting updated ratings (potential): Stuff: 60 (65); Movement: 40 (45); Control: 40 (40). |
| 10/28/2002 |
Signed a 1-year contract extension worth a total of $660,000 with the Chicago White Sox organization. |
| 01/01/2003 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 45 (50); Control: 40 (45). |
| 01/01/2003 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 45 (50); Control: 40 (45). |
| 11/24/2003 |
Was not offered arbitration and became a free agent. |
| 01/01/2004 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 50 (50); Control: 40 (40). |
| 01/01/2004 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 50 (50); Control: 40 (40). |
| 01/20/2004 |
Signed a minor league contract with majors option with the Detroit Tigers organization. |
| 01/01/2005 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 55 (55); Control: 40 (40). |
| 01/01/2005 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 55 (55); Control: 40 (40). |
| 01/01/2006 |
OSA scouting updated ratings (potential): Stuff: 55 (60); Movement: 50 (55); Control: 45 (45). |
| 01/01/2006 |
OSA scouting updated ratings (potential): Stuff: 55 (60); Movement: 50 (55); Control: 45 (45). |
| 10/20/2006 |
Wins the 2006 MAAA SL2 Reliever of the Year Award. |
| 01/01/2007 |
OSA scouting updated ratings (potential): Stuff: 55 (55); Movement: 50 (55); Control: 45 (45). |
| 01/01/2007 |
OSA scouting updated ratings (potential): Stuff: 55 (55); Movement: 50 (55); Control: 45 (45). |
| 05/09/2007 |
Did not elect for free agency and will remain in the Detroit organization. |
| 01/01/2008 |
OSA scouting updated ratings (potential): Stuff: 55 (55); Movement: 50 (50); Control: 50 (50). |
| 01/01/2008 |
OSA scouting updated ratings (potential): Stuff: 55 (55); Movement: 50 (50); Control: 50 (50). |
| 07/28/2008 |
Was traded by the Detroit Tigers to the Texas Rangers, along with CF Chris B. Young, in exchange for 3B Jose Bautista. |
| 11/10/2008 |
Signed a 1-year contract extension worth a total of $1,320,000 with the Texas Rangers organization. |
| 01/01/2009 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 50 (50); Control: 50 (50). |
| 01/01/2009 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 50 (50); Control: 50 (50). |
| 11/24/2009 |
Became a free agent. |
| 01/01/2010 |
OSA scouting updated ratings (potential): Stuff: 55 (55); Movement: 55 (55); Control: 55 (55). |
| 01/01/2010 |
OSA scouting updated ratings (potential): Stuff: 55 (55); Movement: 55 (55); Control: 55 (55). |
| 01/30/2010 |
Signed a 5-year contract worth a total of $47,000,000 with the Kansas City Royals organization. |
| 01/01/2011 |
OSA scouting updated ratings (potential): Stuff: 45 (45); Movement: 45 (45); Control: 45 (45). |
| 07/17/2011 |
Was selected to the 2011 Major League Baseball All-Star Game. |
| 01/01/2012 |
OSA scouting updated ratings (potential): Stuff: 45 (45); Movement: 45 (45); Control: 45 (45). |
| 03/04/2012 |
Successfully completed training to improve his secondary pitch at the Kansas City Royals development complex. |
| 01/01/2013 |
OSA scouting updated ratings (potential): Stuff: 50 (50); Movement: 45 (45); Control: 45 (45). |
| 09/10/2013 |
Injured on 09/08/2013, diagnosed with a torn ulnar collateral ligament, will miss 10 months. |
| 11/08/2013 |
Has failed to meet the vesting criteria in his contract. |
| 12/01/2013 |
Became a free agent. |