| Smile | The Bottle Rockets | 2:25 | |
| After the Storm | The Flatlanders | 3:52 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| Me & Jiggs | Josh Ritter | 3:04 | |
| Tuscaloosa 1962 | Donnie Fritts | 3:22 | |
| A Steady Heart | Malcolm Holcombe | 2:30 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| Wanderin' | Justin Townes Earle | 2:38 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Acuff-Rose | Uncle Tupelo | 2:35 | |
| Crow John | Ray Bonneville | 4:01 | |
| Sunday Morning (feat. Billy Bragg & Courtney Barnett) | RocKwiz, Billy Bragg, Courtney Barnett | 2:53 | |
| Creosote | Son Volt | 4:12 | |
| Ditch | Sam Baker | 1:56 | |
| Sparrows and Sparrows | Malcolm Holcombe | 2:48 | |
| I Am the Big Easy | Ray Bonneville | 4:37 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Ruby and Carlos | James McMurtry | 6:35 | |
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| The Trip | Dave Rawlings Machine | 10:55 | |
| Where I Come From | Patty Griffin | 4:44 | |
| River Floor | Joe Henry | 4:34 | |
| Angeline | James McMurtry | 4:04 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| The Piano Has Been Drinkin' (Not Me) | Dan Hicks & His Hot Licks | 3:30 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Do It | Jesse Winchester | 1:27 | |
| Rally 'Round the Flag | Ry Cooder | 3:39 | |
| Billy 1 | Los Lobos | 4:02 | |
| Down on Penny's Farm | Natalie Merchant | 3:43 | |
| Old Shoes | Tom Waits | 4:25 | |
| Lost Love | Jeff Tweedy | 2:28 | |
| Excuse Me While I Break My Own Heart Tonight - Faithless Street Album Version | Whiskeytown | 3:20 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Remember The Mountain Bed | Billy Bragg, Wilco | 6:26 | |
| Travellin' Light | Peter Case | 4:10 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| You're Crazy For Taking The Bus | Jonathan Richman | 2:31 | |
| You Can't Always Get What You Want | Bill Morrissey, Greg Brown | 4:46 | |