| Happy in Hindsight | Jonny Fritz | 3:30 | |
| What's Wrong with You | Todd Snider | 2:37 | |
| Carole With An E | Brennen Leigh | 3:35 | |
| Junco Partner | Woody Pines | 3:20 | |
| I Was the One | The Modern Don Juans, David Childers | 2:35 | |
| Carryin' on This Way | Dale Watson | 3:46 | |
| After Hours | Nick Shoulders | 3:44 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Up Over Yonder | Luther Dickinson, J.J. Grey | 3:19 | |
| Down South in New Orleans | Buddy Miller, Jim Lauderdale | 2:58 | |
| Paper Cowboy | Margo Price | 6:15 | |
| Miller's Cave | The International Submarine Band | 2:48 | |
| Messin' with Me | Emily Nenni | 3:25 | |
| Please | The Sons of Rainier | 2:25 | |
| Black Star | Nick Shoulders | 2:42 | |
| Cry One More Time - 2002 Remaster | Gram Parsons | 3:41 | |
| Finger on the Button | Blue Cactus | 3:44 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Misery Without Company | Sarah Shook & the Disarmers | 2:59 | |
| Tell Me That It Isn't True | The Cactus Blossoms | 3:35 | |
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| Since You Put Me Down | Margo Price | 4:53 | |
| Fuck This Town | Robbie Fulks | 2:24 | |
| Folsom Prison Blues / That's All Right | The International Submarine Band | 4:23 | |
| In the Mud | The Bobby Tenderloin Universe | 2:34 | |
| Way Out West (Reprise) | Marty Stuart And His Fabulous Superlatives | 1:56 | |
| Best of All Possible Worlds | Kris Kristofferson | 2:58 | |
| Got a Lotta Love | The Cactus Blossoms | 3:02 | |
| We Shouldn’t Talk About It (feat. Emily Gimble) | Theo Lawrence, Emily Gimble | 2:26 | |
| Temperance River Blues | Charlie Parr | 4:16 | |
| Still Feeling Blue - 2002 Remaster | Gram Parsons | 2:43 | |
| Nothing's Right | Will Stewart | 2:52 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Beer Drinking Blues - Alternate Take | Eddie Noack | 2:44 | |
| Lovers | Rattlesnake Milk | 4:28 | |
| Lower 9 Valentine | Esther Rose | 2:46 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| Texas, Texas, Texas | Melissa Carper | 2:36 | |
| Lubbock Woman | Terry Allen | 3:36 | |
| Rock Bottom, Pop. 1 | Robbie Fulks | 2:40 | |
| Lips Of Fire | Theo Lawrence | 2:09 | |
| Chicago | Ramsay Midwood | 4:50 | |
| Darkness On The Face Of The Earth | Willie Nelson | 2:33 | |
| You're Dreaming | The Cactus Blossoms | 3:23 | |
| Starlight | Logan Ledger | 5:21 | |
| Waynesboro | Ramsay Midwood | 4:24 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |
| Alligator's Lament | Ramsay Midwood | 2:55 | |
| Revenge Of Scorpio | Ted Hawkins | 2:45 | |