| Ain’t Got No Money | Justin Townes Earle | 3:05 | |
| Good To See Ya | Riley Downing | 2:26 | |
| Miller's Cave | The International Submarine Band | 2:48 | |
| Special Rider Blues | Blue Mountain | 5:05 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| No Goodwill Stores in Waikiki | Blaze Foley & the Beaver Valley Boys | 3:10 | |
| Damned If I Do, Damned If I Don't | Sarah Shook & the Disarmers | 3:59 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| Steeple Full Of Swallows | The Gourds | 3:51 | |
| Plugerville | Ramsay Midwood | 2:13 | |
| Still Someone | The Deslondes, Riley Downing | 3:07 | |
| Crazy Eyed Woman | Woody Pines | 2:44 | |
| Turn for the Worse | The Bottle Rockets | 2:57 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| We Shouldn’t Talk About It (feat. Emily Gimble) | Theo Lawrence, Emily Gimble | 2:26 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Jesus Is #1 | Ramsay Midwood | 2:31 | |
| Indianapolis | The Bottle Rockets | 3:32 | |
| Winsome Smile | Chris Smither | 3:34 | |
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| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | |
| Stars in My Life | The Flatlanders | 3:20 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Magnolia | The Gourds | 2:50 | |
| Bloody Mary Morning | Kinky Friedman | 3:08 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| Maybelline Grease (Live) | Ramsay Midwood | 4:19 | |
| Border Palace | Terry Allen | 1:48 | |
| Big Cheeseburgers and Good French Fries | Blaze Foley & the Beaver Valley Boys | 2:44 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Paper Cowboy | Margo Price | 6:15 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| Bad Time To Be An Outlaw | The Bottle Rockets | 3:13 | |
| Texas Talking | Shinyribs | 3:26 | |
| The Cuckoo Bird | Willie Watson | 3:12 | |
| Every Well | The Deslondes, Dan Cutler | 2:07 | |
| Mountain Girl | Blue Mountain | 4:05 | |
| Gone (feat. Paul Cauthen) | The Texas Gentlemen, Paul Cauthen | 3:37 | |
| Get A Better One | Chris Smither | 2:46 | |
| High Is Not the Top | Chris Robinson Brotherhood | 3:49 | |
| Going Down The Road Feeling Bad | Doc & Merle Watson | 2:46 | |
| Starlight | Logan Ledger | 5:21 | |
| Seven Bridges Road | Steve Young | 3:38 | |
| Skip A Rope | Logan Ledger | 3:47 | |
| Wheel | Jerry Jeff Walker | 6:04 | |
| Waynesboro | Ramsay Midwood | 4:24 | |