| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Cricket's Creed | Sam Doores, Riley Downing, The Tumbleweeds | 7:20 | |
| Middle Child | Daniel Romano | 3:48 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| Jealous Guy | Luke Bell | 3:50 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| Knuckleball Prime | Willy Tea Taylor | 2:33 | |
| Alabama Highway | Steve Young | 5:03 | |
| Ragtime Troubles | Luke Bell | 2:42 | |
| Pokin' Round In The Ashes | Adam Carroll | 2:55 | |
| The Outskirts | Trampled by Turtles | 5:53 | |
| Sun's Work Undone | Hackensaw Boys | 3:23 | |
| Slippin' And Slidin' | Justin Townes Earle | 2:58 | |
| Dead on the River (Rolling Down) | Ian Noe | 5:06 | |
| Old Fires | Daniel Romano | 3:38 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Tres Grand Serpent | The Deslondes | 2:40 | |
| Please | The Sons of Rainier | 2:25 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| The Highway Less Taken | Justin Wells | 3:22 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
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| Milly's Café | Fred Eaglesmith | 5:28 | |
| Running on Empty | Kassi Valazza | 3:58 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| Lullaby | Willy Tea Taylor | 3:27 | |
| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Black T-Shirt | Slaid Cleaves | 3:40 | |
| We Can't Make It Here | James McMurtry | 7:06 | |
| If Today Doesn't Do Me In | Ian Noe | 3:57 | |
| January in Louisiana | Fifth On The Floor | 3:20 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Going Away | The Flatlanders | 5:04 | |
| Carmelita | Fred Eaglesmith | 5:02 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Take 'Em Away | Old Crow Medicine Show | 3:34 | |
| Lonesome as It Gets | Ian Noe | 2:38 | |
| Mother Earth | Willie Watson | 3:36 | |
| Where Only the Graves Are Real | Otis Gibbs | 3:13 | |
| A Little Light | Sturgill Simpson | 1:39 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Valley Road | James McMurtry | 4:45 | |
| Treat Me Like A Saturday Night - 2022 Remaster | Joe Ely | 3:03 | |
| Spookin' The Horses | Fred Eaglesmith | 4:07 | |
| Night Rider's Lament | Jerry Jeff Walker | 4:49 | |
| That's How Strong My Love Is | Steve Young | 3:41 | |
| Pontiac | Fred Eaglesmith | 4:48 | |
| Imagining Raindrops | Logan Ledger | 3:20 | |