| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| He's the singer heard here:"In dreams, I walk..." | Roy Orbison DD | $500 | J | DREAMY MUSIC | 1998-02-18 | #3108 | |
| Joining the Traveling Wilburys in the 1980s helped revive this "Only the Lonely" singer's career | Roy Orbison | $1,000 | DJ | 1980s ROCK MUSIC | 1996-04-30 | #2697 |