| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| In 1989 David Dinkins defeated this man in NYC's Democratic mayoral primary | Ed Koch | $1,000 | J | POLITICIANS | 2002-10-17 | #4169 | |
| In 1981 this man became the only candidate for NYC mayor endorsed by both the Democratic & Republican parties | Ed Koch | $300 | J | GOVERNMENT & POLITICS | 1999-10-26 | #3482 | |
| He stunned subway riders when he got on yelling "It's me, the mayor. Coffee, tea or milk?" | Ed Koch | $200 | DJ | POLITICIANS | 1986-03-06 | #389 |