| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| He won 7 Cy Young awards, more than any other pitcher, & he did it with 4 teams: the Red Sox, Blue Jays, Yankees & Astros | Roger Clemens | $800 | J | CY YOUNG AWARD WINNERS | 2009-02-18 | #5633 | |
| In 1986 this Boston Red Sox pitcher won the Cy Young Award & was named MVP in the American League | Roger Clemens | $800 | DJ | AWARDS | 1993-05-31 | #2026 |