Air Date 11/19/25
| Paul Cauthen | Country as Fuck |
| Luke Bell | Orangutang |
| Waylon Jennings | Hold On, I’m Coming |
| Emmylou Harris | Boy from Tupelo |
| Todd Snider | Beer Run |
| Robert Earl Keen | The Road Goes on Forever |
| Joe Ely | All Just to Get to You |
| Jeff Burnham | Delphinium |
| Patsy Cline | Walkin’ After Midnight |
| Billy Joe Shaver | Live Forever |
| Dwight Yoakam | Little Sister |
| James Velvet | Just Plain Jane |
| Steve Earle | You’re Still Standing There |
| Willie Nelson | If I could Only Fly |
| Hank Williams | Jambalaya |
| The Bargain | The Muse |
