| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| Colman Domingo got a 2025 Oscar nomination for playing the wrongly imprisoned Divine G in this film | Sing Sing | $400 | J | DOUBLE TALK | 2025-05-27 | #49 | |
| Give me the name of Ossining, New York's correctional facility, ya mug | Sing Sing | $1,000 | J | DOUBLE TALK | 2019-10-18 | #8075 | |
| In 1983 there was no harmony at this New York prison when inmates rioted over poor conditions | Sing Sing | $400 | J | DOUBLE TALK | 2014-09-15 | #6896 | |
| Prison on the Hudson | Sing Sing | $200 | J | DOUBLE TALK | 2012-04-13 | #6355 |