| Adios to California | John Hiatt | 3:47 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Isn't That So | Jesse Winchester | 2:25 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Reckless | Rodney Crowell | 3:30 | |
| Thank God for the Road | The Flatlanders | 5:00 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Better Day | A.J. Croce, Robben Ford | 2:15 | |
| You Don't Know Me | Kieran Kane, Rayna Gellert | 2:16 | |
| Do You Know? | Pieta Brown, Amos Lee | 3:01 | |
| Talking To Myself | Justin Townes Earle | 2:54 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Forty Miles From Nowhere | Rodney Crowell | 5:59 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| How Can I Miss You When You Won't Go Away | Dan Hicks & His Hot Licks | 2:39 | |
| Do It | Jesse Winchester | 1:27 | |
| This I'd Do (Live) | Greg Trooper | 3:42 | |
| The Flyboy & the Kid | Rodney Crowell | 3:55 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
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| Booth Shot Lincoln | Fats Kaplin | 3:22 | |
| For What It's Worth | The Travelin' McCourys, Sierra Hull, Gibson Brothers, Dré Anders, Justin Moses | 6:37 | |
| Corinna, Corinna | Leo Kottke | 4:19 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Nothing But A Breeze | Jesse Winchester | 4:34 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Rye Grass Riders | Samantha Rise | 4:02 | |
| Heaven Now | Kieran Kane, Kevin Welch, Fats Kaplin | 3:55 | |
| Brothers | Mary Gauthier | 2:50 | |
| My Best Girl | Tom Rush | 2:53 | |
| King Cotton | The Secret Sisters | 3:12 | |
| The Opportunity to Help Somebody Through It | Jim Lauderdale | 3:07 | |
| 3/4 Time | Sam Lewis | 3:39 | |
| I'm Gone | Pieta Brown | 2:20 | |
| Long Black Electric Cadillac | John Hiatt, Jerry Douglas | 3:25 | |
| Heaven Only Knows | Geraint Watkins | 4:24 | |
| States I'm In | Bruce Cockburn | 5:42 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| How Far To The Horizon? | Jesse Winchester | 2:15 | |
| Daddy's Little Pumpkin | Jeffrey Foucault | 2:32 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Happy Ever After (Comes One Day at a Time) | Kevin Welch | 3:49 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| Some Other Time, Some Other Place | Peter Wolf | 3:49 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Walk Between The Raindrops | James McMurtry | 3:24 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |