| Philosophers and Fools | Western Centuries | 3:12 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Song of the Bird | The Cactus Blossoms | 2:29 | |
| Borderline | The Travelin' McCourys | 3:38 | |
| Don't Bet Against Me | Hackensaw Boys | 3:23 | |
| Dirty Old Town | Kelsey Waldon | 2:41 | |
| Silver Lining | Carl Anderson | 2:30 | |
| Killed by A .45 | Ray Benson | 3:11 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Standin' On The Porch | Cordovas | 2:42 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| Little Bit O' Livin | The Good Luck Thrift Store Outfit | 3:12 | |
| Roadsick Blues | Pat Reedy | 2:39 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Cigarettes | Sam Morrow | 4:24 | |
| Crazy Man, Crazy | Lake Travis Fiddlers, Ray Benson | 2:27 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| Don't You Just Know It (feat. Ray Benson) | Bonnie Bishop, Ray Benson | 3:41 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
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| Hold On To That Thought (Instrumental) | Ray Benson | 1:33 | |
| Rayne, Louisiana | Bruce Robison | 4:25 | |
| Six Pack of Beer and a Pack of Cigarettes | Erik Koskinen | 3:59 | |
| Playground / Battlefield | Joseph Huber | 4:20 | |
| Sweet Dolly | Yarn | 4:22 | |
| Between the Lightning and the Thunder (feat. Dan Tyminski) | Justin Moses, Dan Tyminski | 3:15 | |
| House of Stone | Mudcrutch | 3:00 | |
| Diplomacy | Chris Smither | 2:37 | |
| Texas Sun | Bastard Sons of Johnny Cash | 3:11 | |
| Lonesome Town | Front Country | 3:10 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Mixed Use | 4Track All-Stars, Ray Benson | 5:47 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| Milk Cow Blues (feat. Ray Benson) | Lake Travis Fiddlers, Ray Benson | 4:40 | |
| Stoned and Broke Down | Mayeux & Broussard | 2:53 | |
| Trouble, Trouble | Shinyribs | 3:20 | |
| The Buck Starts Here | Robbie Fulks | 3:44 | |
| Louise | The Deslondes, Dan Cutler | 3:17 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Paid My Dues (feat. Jack Ingram) | Bruce Robison, Jack Ingram | 3:22 | |
| Can't Get Home | Steep Canyon Rangers | 3:29 | |
| You’ve Got This | Jim Lauderdale | 2:33 | |
| When You Don't Come Home | The Steeldrivers | 3:01 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |
| Cupid Shot Us Both With One Arrow | Suzy Bogguss, Ray Benson | 2:32 | |
