| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| In 2002 country fans mourned the death of this singing "Outlaw" | Waylon Jennings | $400 | DJ | COUNTRY MUSIC | 2003-03-11 | #4272 | |
| He describes his brand of country music saying,"It's not Western, it's Waylon" | Waylon Jennings | $100 | J | COUNTRY MUSIC | 1987-01-23 | #555 |