| Fading Memory | Eilen Jewell | 3:43 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| Loretta | Luke Bell | 3:58 | |
| Carolina | The Honeycutters | 3:28 | |
| 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 | |
| Let's Have A Good Thing Together | Jim Lauderdale | 2:09 | |
| Adam's Song | Kimmie Rhodes, Rodney Crowell | 5:18 | |
| Let Me Ride in Your Big Cadillac | Blaze Foley, Ben Dickey | 3:42 | |
| Shame on the Moon | Rodney Crowell | 4:40 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Life is Fine | Tom Rush | 3:39 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Analog | Whitney Rose | 3:24 | |
| Texas Moon | Vincent Neil Emerson | 3:25 | |
| Misery and Gin | Jaime Wyatt | 4:24 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
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| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| Everybody's Working for the Man Again... (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:09 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| Whole Lotta Highway (With A Million Miles to Go) | Marty Stuart And His Fabulous Superlatives | 3:18 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| Gasoline | John Fullbright | 3:27 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| She's a River | Gurf Morlix | 4:28 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Forty Miles From Nowhere | Rodney Crowell | 5:59 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Dancin' Circles Round The Sun (Epictetus Speaks) | Rodney Crowell | 4:32 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Uncle Lloyd | Darrell Scott | 4:11 | |
| 105 | Fred Eaglesmith | 2:48 | |
| Just Say She's A Rhymer | Mary Gauthier | 4:17 | |
| Telephone Road | Rodney Crowell | 3:52 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |