| I Fell into Painting Houses in Phoenix, Arizona | Richmond Fontaine | 3:27 | |
| My Winding Wheel | Ryan Adams | 3:12 | |
| Railroad Bill | Billy Bragg, Joe Henry | 2:49 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Prison On Route 41 | Calexico, Iron & Wine | 4:10 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Barely Losing | Richmond Fontaine | 2:47 | |
| Parker's Mood | Joe Henry | 4:16 | |
| Shiloh Town | Tim Hardin | 3:09 | |
| Waves | Sam Baker | 5:59 | |
| Nobody Knew His Name | John Hiatt | 4:25 | |
| After the Storm | The Flatlanders | 3:52 | |
| Wishing the Days Away | Billy Bragg | 2:29 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Reuben | The Be Good Tanyas | 4:23 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Things Might Turn Out Right | Jon Dee Graham | 3:34 | |
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| Keep It Clean | Willie Watson | 3:35 | |
| Unfortunately, Anna | Justin Townes Earle | 3:40 | |
| The L&N Don't Stop Here Anymore | Billy Bragg, Joe Henry | 4:29 | |
| Yup | David Rawlings | 4:33 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| River Floor | Joe Henry | 4:34 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Billy the Kid | Ry Cooder | 3:48 | |
| Indiana Rose | Barna Howard | 4:29 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Going Going Gone | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:12 | |
| Grave Angels | Joe Henry | 5:31 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Ladder Of Success | Ted Hawkins | 3:26 | |
| Keep Your Distance | Buddy & Julie Miller | 3:49 | |
| If You Were A Bluebird - 2022 Remaster | Joe Ely | 2:58 | |
| Goin' Down To Memphis - Demo Version | John Martyn | 3:01 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| You Win Again | Keith Richards | 4:30 | |
| Trampoline | Joe Henry | 4:33 | |
| Two Angels | Peter Case | 4:32 | |
| One Good Year | Slaid Cleaves | 4:26 | |