| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| A 1940 anti-FDR window sticker read, "No third term! Democrats for" this Republican | Wendell Willkie | $800 | DJ | POLITICIANS | 2000-01-31 | #3551 | |
| A chant at the 1940 Republican Convention of "We Want" this man helped get him nominated | Wendell Willkie | $400 | DJ | POLITICAL CONVENTIONS | 1994-09-08 | #2299 | |
| Of the 4 men who ran against FDR, he got the biggest popular vote | Wendell Willkie | $500 | J | ELECTIONS | 1988-06-28 | #897 |