| 06/04/1990 |
Drafted in the 1990 first-year player draft (Round 23, Pick 15, 625th Overall Pick) by the Houston Astros |
| 06/03/1993 |
Drafted in the 1993 first-year player draft (Round 1, Pick 21, 21st Overall Pick) by the Minnesota Twins |
| 06/02/1994 |
Drafted in the 1994 first-year player draft (Round 1, Pick 14, 14th Overall Pick) by the Seattle Mariners |
| 07/31/1997 |
Traded by the Seattle Mariners to the Boston Red Sox along with SP Derek Lowe in exchange for CL Heathcliff Slocumb |
| 07/16/2003 |
Was selected to the 2003 Major League All-Star Game. |
| 11/01/2004 |
Became a free agent |
| 12/24/2004 |
Signed a 4-year contract worth a total of $40,000,000 with the Boston Red Sox organization |
| 07/12/2005 |
Was selected to the 2005 Major League All-Star Game. |
| 11/01/2005 |
Wins the 2005 ML AL Gold Glove Award at C. |
| 11/01/2005 |
Wins the 2005 ML AL Silver Slugger Award at C. |
| 07/10/2008 |
Was selected to the 2008 Major League All-Star Game. |
| 10/30/2008 |
Became a free agent |
| 01/30/2009 |
Signed a 2-year contract extension worth a total of $10,000,000 with the Boston Red Sox organization |
| 11/07/2010 |
Became a free agent. |