| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| I Wouldn't Be Me Without You | Rodney Crowell | 3:28 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Wild Roses | Kimmie Rhodes | 3:06 | |
| After the Storm | The Flatlanders | 3:52 | |
| Pancho & Lefty | Jason Isbell, Elizabeth Cook | 4:53 | |
| James | John Paul White | 3:57 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| The Spark | William Prince | 3:59 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| What a Wonderful World | Shovels & Rope, John Paul White | 3:16 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Hobo's Lullaby | Billy Bragg, Joe Henry | 3:57 | |
| Karma | Lola Kirke, Rosanne Cash | 3:46 | |
| If It Weren't For Him | Vince Gill, Rosanne Cash | 3:32 | |
| Walkin' Daddy | Greg Brown | 4:56 | |
| Rocks into Sand | Bill Kirchen | 3:26 | |
| Famous Last Words of a Fool in Love | Rodney Crowell | 3:49 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
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| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| My Favorite Picture of You | Guy Clark | 3:32 | |
| If I Were a Carpenter (feat. Kelsey Waldon) | JP Harris, Kelsey Waldon | 3:10 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Guardian Angel | Tim O'Brien | 3:57 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Spring Wind | Greg Brown | 4:34 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Come See About Me | Tom Rush | 2:50 | |
| Sam Stone | John Paul White | 4:26 | |
| The Captain's Daughter | Alison Krauss & Union Station | 4:57 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| Streets Of Baltimore | The Little Willies | 3:06 | |
| Willin’ | Gregg Allman | 3:36 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| All Just To Get To You | Joe Ely | 4:15 | |
| Got Me A Woman | Levon Helm | 3:12 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Mercy Now | Mary Gauthier | 5:50 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |