| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| This prime minister who led Britain through WWII was a prolific & talented painter as well | Winston Churchill | $400 | DJ | NOTABLE NAMES | 2008-11-17 | #5566 | |
| On his post-Boer War lecture tour, this future British prime minister was once introduced by Mark Twain | Winston Churchill | $600 | DJ | HISTORIC NAMES | 1997-03-06 | #2889 | |
| He was First Lord of the Admiralty when he became British prime minister on May 10, 1940 | Winston Churchill | $300 | J | HISTORIC NAMES | 1995-06-28 | #2508 |