| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| The first of his cowboy hats was called the boss of the plains; Carlsbad, the most popular model, followed | Stetson | $400 | DJ | THE OLD WEST | 2011-07-28 | #6204 | |
| This hat maker traveled west, saw a need & returned in 1865 to make his famous hat in Philadelphia | John Stetson | $300 | J | THE OLD WEST | 1999-03-24 | #3358 | |
| This hat, originally called "Boss of the Plains", is better known by the name of its maker | Stetson | $100 | J | THE OLD WEST | 1988-10-10 | #941 |