| 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 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| The Cold Hard Facts of Life | John Doe, The Sadies | 3:04 | |
| Pay the Alligator | The Flatlanders | 3:31 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| Blue Mountains of Mexico | Gretchen Peters | 3:37 | |
| World Without You | Lynda Kay | 3:51 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Georgia Hard | Robbie Fulks | 4:14 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| East of Eden | Tom Rush | 3:29 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Goodbye, Good-Lookin' | Robbie Fulks | 3:01 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Blame It On the Wind | Eddie Beethoven, Everydudes, The Flatlanders | 6:43 | |
| The Heart You Left Behind | The Flatlanders | 2:52 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Twelve Men Dead In Sago | Otis Gibbs | 2:38 | |
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| Happy | John Fullbright | 2:51 | |
| The Arrow | The Black Lillies, Jill Andrews | 5:11 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Diamonds To Dust | Gurf Morlix | 3:26 | |
| Dallas | The Flatlanders | 3:01 | |
| Drunk Girl | Fred Eaglesmith | 3:09 | |
| The North Dakota Cowboy | Brennen Leigh | 2:42 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Go on Lovin' | Dori Freeman | 4:51 | |
| Please, Please, Please | Andrew Combs | 4:27 | |
| Before I Go | John Hiatt | 3:34 | |
| Let's Just Be Friends for Tonight | Zoe Muth and the Lost High Rollers | 3:46 | |
| Deep Eddy Blues | The Flatlanders | 3:44 | |
| Rock Bottom, Pop. 1 | Robbie Fulks | 2:40 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Harper Valley Pta | Bruce Robison, Kelly Willis | 3:45 | |
| We Reserve The Right To Refuse Service To You | Kinky Friedman | 4:06 | |
| Dirty Water | Buddy & Julie Miller | 6:53 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| I Love It When She Lies | Greg Trooper | 3:32 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Gentleman Of Leisure | Jesse Winchester | 3:52 | |
| River Of Fools | Logan Ledger | 3:11 | |
| Ripple | Logan Ledger | 4:20 | |
| Laid A Highway | Tift Merritt | 3:53 | |