| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| Going "up the river" originally meant being sent to this prison north on the Hudson River from New York City | Sing Sing | $1,000 | J | CRIME & PUNISHMENT TALK | 2020-11-26 | #8289 | |
| To be sent "up the river" meant to be sent up the Hudson River from New York City to this prison | Sing Sing | $400 | J | CRIME & CRIMINALS | 2016-07-15 | #7345 |