| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| 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 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Put 'Em Up Solid | David Rawlings | 4:33 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Donald And Lydia | Steve Goodman | 4:51 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Papermill Man | Malcolm Holcombe, Drea Merritt, Futureman | 4:52 | |
| The Guitar Case | Amanda Anne Platt & the Honeycutters | 4:18 | |
| All These Blues Go Walkin' By (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 3:21 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Words of December | Malcolm Holcombe | 3:42 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Misery Loves Company | Malcolm Holcombe | 3:27 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| All That's Left Is Fare-Thee-Well (feat. Charlie Sexton) | Terry Allen, The Panhandle Mystery Band, Charlie Sexton | 3:06 | |
| Far From Home | Western Centuries | 3:52 | |
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| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Wayward Girl Blues | Rory Block | 4:41 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
| Ballad of the Poor Child | Ana Egge, Iris DeMent | 3:00 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| Killin' Time In Texas | Gurf Morlix | 5:20 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| House of Stone | Mudcrutch | 3:00 | |
| Let's Just Have Supper | Nora Jane Struthers, Korby Lenker | 3:26 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Fill Those Shoes | Malcolm Holcombe | 5:01 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| These Hills | Iris DeMent | 3:40 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| See the Elephant | James McMurtry | 4:25 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| I Love It When She Lies | Greg Trooper | 3:32 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Civilized Hell - Alternate Version | Lukas Nelson and Promise of the Real | 5:35 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| Satin Sheets | Willis Alan Ramsey | 2:39 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Not Many Miles To Go | Rosanne Cash | 4:03 | |