| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| 1952:As Marshal Will Kane | Gary Cooper | $800 | J | BEST ACTOR OSCAR WINNERS | 2009-07-09 | #5734 | |
| 1952:Marshal Will Kane | Gary Cooper | $400 | DJ | OSCAR-WINNING ROLES | 2004-05-21 | #4550 | |
| Alvin C. York | Gary Cooper | $1,200 | DJ | OSCAR-WINNING ROLES | 2004-03-17 | #4503 |