| Middle of Nowhere | Zoe Muth | 4:18 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Life is Fine | Tom Rush | 3:39 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| I Can't Let Go (Even Though I Set You Free) | Zephaniah OHora | 3:32 | |
| Can't Nobody Say I Didn't Try | Delbert McClinton & The Dick50 | 3:13 | |
| Hometown USA | Slaid Cleaves | 3:53 | |
| Cut Me Now | Carrie Rodriguez | 4:45 | |
| This Shitty World | Greg Trooper | 3:17 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Mrs. Hank Williams | Fred Eaglesmith | 4:04 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Half A Million Miles | The Kennedys | 3:45 | |
| Steal Your Love | Carrie Rodriguez | 4:16 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Get A Better One | Chris Smither | 2:46 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| Baby Can I Crawl Back To You | Gurf Morlix | 2:25 | |
| Dreamer | Amy LaVere, Will Sexton | 2:52 | |
| Barbershop Blue | Mirabelle Defoe | 3:16 | |
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| I'll Take My Sorrow Straight | Iris DeMent | 3:27 | |
| I Love the Lonesome Prairie | Brennen Leigh | 3:26 | |
| Si No Te Vas | Carrie Rodriguez | 3:31 | |
| You And Tequila | Matraca Berg | 4:07 | |
| Willow Tree | Diana Jones | 2:53 | |
| Cheatin' Is - 2003 Remaster | Emmylou Harris with Glen Campbell, Glen Campbell | 2:28 | |
| Peace in Our Hearts (feat. Sam Butler) | Eliza Gilkyson, Sam Butler | 3:21 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Angel Flight | Darden Smith | 3:59 | |
| I Cry for Love | Carrie Rodriguez | 3:41 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Fall into the Night | Tom Rush | 3:55 | |
| The Alaska Song | Lacy J. Dalton | 3:40 | |
| Rag Doll | Carrie Rodriguez | 3:42 | |
| Remember Me | The Little Willies | 3:59 | |
| Familiar Strangers | Kasey Chambers, Shane Nicholson | 3:03 | |
| My Heart Skips A Beat | The Secret Sisters | 2:23 | |
| Must You Throw Dirt In My Face | Merle Haggard, Carl Jackson | 2:51 | |
| El Dorado | Carrie Rodriguez | 4:12 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| The Quiet Life | Kasey Chambers, Shane Nicholson | 2:36 | |
| Sweet Lucinda | Gibson Brothers | 2:45 | |