| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| In 1875 this political "Boss" escaped from jail & fled to Cuba, then to Spain | Boss Tweed | $400 | DJ | HISTORIC NAMES | 1994-12-09 | #2365 | |
| He was a chairmaker & volunteer fireman before becoming "Boss" of Tammany Hall | Boss Tweed | $600 | DJ | FAMOUS NAMES | 1994-10-06 | #2319 |