| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Diggin' Holes | Brent Cobb | 2:52 | |
| Highway Shine | Vincent Neil Emerson | 3:33 | |
| Thinkin' on a Woman | Colter Wall | 3:20 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| If I Needed You | Guy Clark | 3:02 | |
| Border Palace | Terry Allen | 1:48 | |
| What Would Willie Do | Bruce Robison | 5:14 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
| 1952 Vincent Black Lightning | The Del McCoury Band | 4:02 | |
| Hold On I | Chris Smither | 4:03 | |
| The Coat | Guy Clark | 3:23 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Karaoke Cowboy | Adam Carroll | 3:08 | |
| Learnin' to Drown | Vincent Neil Emerson | 4:53 | |
| The Girl Who Danced Oklahoma | Terry Allen | 4:18 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Great American Roadside | Otis Gibbs | 2:49 | |
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| Montgomery in the Rain | Steve Young | 4:25 | |
| Mr. Bojangles | Jerry Jeff Walker | 5:28 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| Maybe I Can Paint Over That | Guy Clark | 3:55 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Codeine Dream | Colter Wall | 3:37 | |
| All Blue | Luke Bell | 3:21 | |
| You've Never Seen Me Cry | The Flatlanders | 2:17 | |
| Far From Home | Western Centuries | 3:52 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Link Of Chain | Chris Smither | 4:50 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Silver and Gold | Trampled by Turtles | 2:47 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |
| Pissin' In The Wind | Jerry Jeff Walker | 4:00 | |
| Without Love (We're Just Wastin' Time) | Ray Wylie Hubbard | 3:48 | |
| Two More Bottles Of Wine | Delbert McClinton | 3:01 | |
| Anna Lee | Levon Helm | 3:42 | |
| Walk On Boy | Doc Watson | 3:23 | |
| London Homesick Blues | Jerry Jeff Walker | 7:46 | |
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| Poor Old Dirt Farmer | Levon Helm | 3:52 | |
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | |
| The Girl I Left Behind | Levon Helm | 3:36 | |
