| Windfall - 2015 Remaster | Son Volt | 2:59 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Love Throw A Line (Album Version) | Patty Griffin | 3:38 | |
| All Kinds Of People | John Hiatt | 3:03 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Tehachapi | Margo Cilker | 3:07 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Needle & Thread | Eilen Jewell | 3:40 | |
| Standin' On The Porch | Cordovas | 2:42 | |
| Nobody Knew His Name | John Hiatt | 4:25 | |
| Outfit | Drive-By Truckers | 4:06 | |
| You Give it All Away | Dar Williams | 2:47 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Do It | Jesse Winchester | 1:27 | |
| My Dog and Me | John Hiatt & The Goners | 3:15 | |
| Long Time A Comin' | Bap Kennedy | 2:38 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Mississippi Phone Booth | John Hiatt, Jerry Douglas | 3:06 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
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| Where I'm From | Shelby Lynne | 3:50 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Tomorrow's Yesterday | Ray Bonneville | 3:19 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Last Night Of The World | Bruce Cockburn | 4:51 | |
| Gone to Fortingall/ Wired to the Moon | Jerry Douglas, Michael McGoldrick | 4:19 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Up Over Yonder | Luther Dickinson, J.J. Grey | 3:19 | |
| The Stones I Throw | Amy Helm | 2:10 | |
| Shake Sugaree | Rhiannon Giddens | 4:24 | |
| Willie and Nilli | Chuck Prophet | 3:48 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| The Boxer feat. Mumford & Sons and Paul Simon | Jerry Douglas, Paul Simon, Mumford & Sons | 4:05 | |
| Pages | Eilen Jewell | 2:30 | |
| We'll Be Alright | Lukas Nelson and Promise of the Real | 5:01 | |
| Lay Down Your Weary Tune | Tim O'Brien | 3:28 | |
| We Hide And Seek | Jerry Douglas | 6:32 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| It Ain't The Wind, It's The Rain | Mary Gauthier | 4:02 | |
| Play By Your Own Rules | Sam Bush | 3:31 | |
