| Hint | Player | City / Town |
| Was the 2007 ALCS MVP for the Sox | |
| Won 10 games as a starter in 1990, helping the Red Sox win the AL East. | |
| Pitched from '82 to '89 for the Sox, winning 16 games in 1986. | |
| Pitched in 15 games for the Red Sox between 2000 and 2001. Admitted in 2006 to using steroids. | |
| Broke up Mike Mussina's perfect game in 2001- the same year he bumped an umpire. | |
| Traded from the Mets to the Sox with Calvin Schiraldi in 1985. Sox' closer in 1987. | |
| Drafted by the Red Sox in 1998 and appeared in 3 games in 2002. Killed in an auto accident as a member of the Cardinals in 2007 | |
| All Star who went 15 - 5 for the Sox in 1995 | |
| Won 94 games for the Sox between 1969 - 1978. The 'Spaceman'. | |
| | Hint | Player | City / Town |
| Has won over 70% of his decisions with the Sox and no-hit the Kansas City Royals in 2008 | |
| The 2007 World Series MVP also won a championship with the Marlins in 2003. | |
| First player ever to win the MVP and Rookie of the Year in the same season. | |
| Was the leadoff hitter and stole 42 bases for the Sox in 1994. | |
| Born in Framingham, this University of Maine pitcher was drafted by the Sox and pitched 4 years in Pawtucket, but only appeared in 4 games in the majors in 1991 | |
| Saved 186 games in his career, including 45 for the Red Sox between the '93 and '94 seasons. | |
| Set the Red Sox record for innings pitched, and is currently third on the Red Sox all-time win list. | |
| Catcher who played the majority of his career and won a World Series ring with the Twins. Appeared in 6 games for the Red Sox in 1999. | |
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