| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| He became known as "the Sentimental Gentleman of Swing" after leaving his brother Jimmy | Tommy Dorsey | $1,200 | DJ | MUSIC OF YESTERYEAR | 2004-05-20 | #4549 | |
| This Dorsey brother was called "The Sentimental Gentleman of Swing" | Tommy Dorsey | $200 | DJ | MUSICIANS | 1985-12-13 | #330 |