| Start | End | Contract Date | Team | Contract Term | Value | per Year | Notes |
| 2010 | 2014 | December 16,2009 | Boston Red Sox | 5 | $82,500,000 | $16,500,000 | Conditional 2015 option |
| 2009 | 2009 | October 28,2008 | Los Angeles Angels | 1 | $9,000,000 | Option Exercised | |
| 2006 | 2008 | April 3,2006 | Los Angeles Angels | 3 | $17,010,000 | $5,670,000 | Extension replaced contract signed in early 2006. Club option for 2009 |
| 2005 | 2005 | March 2,2005 | Los Angeles Angels of Anaheim | 1 | $440,000 |