| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| He won more Major League Baseball games than any other pitcher | Cy Young | $800 | DJ | "YOUNG" MEN & WOMEN | 2016-05-26 | #7309 | |
| Of the 906 Major League Baseball games that he pitched, he won more than half; he deserves an award | Cy Young | $300 | J | "YOUNG" PEOPLE | 1998-09-07 | #3216 | |
| Baseball pitcher who won the most lifetime Major League games, 511 | Cy Young | $100 | J | "YOUNG"s | 1985-11-07 | #304 |