| If I Had Known | Greg Brown | 3:25 | |
| Daisy Mae | Jason Isbell and the 400 Unit | 2:55 | |
| More Love | Darrell Scott, Tim O'Brien | 4:05 | |
| How Many Women | Lydia Loveless | 3:44 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Rest Your Weary Mind (with Bobby Bare, Jr.) | Elizabeth Cook, Bobby Bare Jr. | 3:18 | |
| All by Myself | Kelsey Waldon | 3:19 | |
| A Song for Leonard Cohen | Amanda Shires | 3:53 | |
| Verde River | Kassi Valazza | 4:24 | |
| Wasting My Time | Zoe Muth | 3:55 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Car Outside | Jimmy LaFave | 4:28 | |
| Off My Back | Becky Warren | 2:24 | |
| The Long Game | Western Centuries | 4:20 | |
| You're the Reason Our Kids Are Ugly (feat. Nikki Lane) | JP Harris, Nikki Lane | 2:34 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| I've Been Deceived | Zoe Muth and the Lost High Rollers | 4:01 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| I'm Not Crying over You | Daniel Romano | 2:53 | |
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| Time Stands Still | Chris Smither | 3:45 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| Louise | The Deslondes | 3:17 | |
| Seeds of the Pine | Martha Scanlan | 5:16 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Perfect | The Mastersons | 4:03 | |
| Buckets of Rain - Live | Neko Case | 2:48 | |
| Coyotes Sing Tonight | Melissa Carper, Rebecca Patek | 2:38 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Walking the Line | Zoe Muth and the Lost High Rollers | 3:49 | |
| Downtown | The Cactus Blossoms | 3:14 | |
| Gospel Plow | Elizabeth Cook | 2:54 | |
| Two Word Joe | Daniel Romano | 3:18 | |
| Way Down in My Soul | Zephaniah OHora | 3:11 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Can't Say Goodbye | Cary Ann Hearst | 3:03 | |
| Forever Lasts Forever | Nikki Lane | 5:06 | |
| Starlight Hotel | Zoe Muth and the Lost High Rollers | 6:52 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| Each Season | Nora Jane Struthers | 3:48 | |
| Broken | Tift Merritt | 3:44 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |