| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| JP's Florida Blues #1 | JP Harris | 3:06 | |
| Tired Worker's Song | Zoe Muth and the Lost High Rollers | 3:56 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Stormy Weather | Sarah Gayle Meech | 2:41 | |
| Unladylike | Summer Dean | 3:20 | |
| Loaner | Lillie Mae | 4:45 | |
| Wake Me in Wyoming | Whitney Rose | 3:26 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| If I Left You | Kelly Willis | 3:09 | |
| King Cotton | The Secret Sisters | 3:12 | |
| I'm Not Crying over You | Daniel Romano | 2:53 | |
| Whatever's Left | Zoe Muth and the Lost High Rollers | 5:25 | |
| Hurt So Bad | Jaime Wyatt, Shooter Jennings | 3:49 | |
| Big Cheeseburgers and Good French Fries | Gurf Morlix | 2:51 | |
| High Class City Girl from the Country | Zephaniah OHora | 3:42 | |
| Tell Him I'm Dead | Brennen Leigh, Asleep At The Wheel, Katie Shore | 2:48 | |
| The Nail | Sarah Shook & the Disarmers | 3:13 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| Carole With An E | Brennen Leigh | 3:35 | |
| Louise | The Deslondes, Dan Cutler | 3:17 | |
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| Drivin' | Robert Ellis | 2:46 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| El Paso | The Gourds | 3:10 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Songs My Mama Sang | Zephaniah OHora | 3:07 | |
| Maureen, Maureen | Zoe Muth and the Lost High Rollers | 2:34 | |
| Turn It Up | Gillian Welch | 1:52 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Whole Blue Heart | Lillie Mae | 4:10 | |
| Bigger Boat (feat. Randy Newman) | Brandy Clark, Randy Newman | 3:34 | |
| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
| El Camino | Elizabeth Cook | 2:43 | |
| This Changes Everything | Jim Lauderdale | 3:32 | |
| Two for the Road | JP Harris | 2:54 | |
| Detroit City | John Doe, The Sadies | 2:55 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Oh, Atlanta | Alison Krauss | 4:43 | |
| The Death Of Jimmy Martin | Tom Russell | 3:29 | |
| All Just To Get To You | Joe Ely | 4:15 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Ripple | Logan Ledger | 4:20 | |
| Gone To Texas | Terry Allen | 6:22 | |
| Lovin' In My Baby's Eyes | Shannon McNally | 3:56 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Ballad Of Spider John | Willis Alan Ramsey | 4:18 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
