| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| Winnie didn't take up this hobby, at which he excelled, until he was in his forties | painting | $400 | DJ | WINSTON CHURCHILL | 1993-01-01 | #1920 | |
| Encyclopaedia Britannica called Winston a "gifted amateur" at this hobby | painting | $800 | DJ | WINSTON CHURCHILL | 1992-01-22 | #1708 |