| Wishful Drinking | Iain Micah Weigert, Caitlin Anne Webster, Daniel Romano | 3:53 | |
| Sake of the Song | Hayes Carll | 4:44 | |
| Golden | Dead Man Winter | 3:00 | |
| All The Money I Had Is Gone | The Deep Dark Woods | 4:08 | |
| Oh Me Oh My | Deadstring Brothers | 4:28 | |
| The Forest | Iain Micah Weigert, Daniel Romano | 3:36 | |
| Middle Child | Daniel Romano | 3:48 | |
| I'll Be Gone Tomorrow | Bendik Brænne, Daniel Romano | 2:56 | |
| Holy Water | Jonny Fritz | 2:40 | |
| Angeline | James McMurtry | 4:04 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| From Outer Space | Jaime Wyatt | 4:13 | |
| Lonely Old Lies | Neko Case, Her Boyfriends | 3:40 | |
| Songs My Mama Sang | Zephaniah OHora | 3:07 | |
| Midnight Special | Willie Watson | 4:38 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Hunger Is A Dream You Die In | Daniel Romano | 3:26 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| Whiskey in My Whiskey | The Felice Brothers | 3:48 | |
| Take It from Me | Andrew Combs | 4:17 | |
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| Shanghai Cigarettes | Caitlin Rose | 3:52 | |
| Rock Bottom, Pop. 1 | Robbie Fulks | 2:40 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| I Still Miss Someone | John Doe, The Sadies | 2:19 | |
| Let's Just Be Friends for Tonight | Zoe Muth and the Lost High Rollers | 3:46 | |
| Tulsa County - Single Version | Son Volt | 2:53 | |
| Writing on Rocks Across the U.S.A. | Terry Allen | 2:50 | |
| Where No One Else Will Find It | Daniel Romano | 2:40 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| In the Air | The Handsome Family | 3:31 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Where I Fell | Robbie Fulks | 3:14 | |
| Goodbye Summer | Jonny Fritz | 3:30 | |
| Anna Leigh | The Sadies | 3:21 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Bible and a Gun | Jason Ringenberg | 4:36 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Hotter Than Mojave in My Heart | Iris DeMent | 2:33 | |
| Ghosts of Our Fathers | Otis Gibbs | 3:46 | |
| No Longer A Sweetheart Of Mine | Dillard & Clark | 3:12 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Poor Old Dirt Farmer | Levon Helm | 3:52 | |
| Brick Walls | Son Volt | 2:12 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Down Low | Teddy Thompson | 5:52 | |
