| I Cry for Love | Carrie Rodriguez | 3:41 | |
| Tell The Engineer | Fred Eaglesmith | 3:59 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Always | John Gorka | 3:55 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| You Are My Home | Amanda Shires | 3:39 | |
| Hometown USA | Slaid Cleaves | 3:53 | |
| Willin' | Richard Shindell | 3:15 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Never Gonna be Your Bride | Carrie Rodriguez | 3:07 | |
| Great Confession | Amanda Anne Platt & the Honeycutters | 3:42 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Midnight Train | David Rawlings | 3:18 | |
| The Guitar Case | Amanda Anne Platt & the Honeycutters | 4:18 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| All of Your Stories | Jesse Winchester | 2:33 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
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| Man of God | Eliza Gilkyson | 4:27 | |
| Big Cheeseburgers and Good French Fries | Gurf Morlix | 2:51 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| When Bitter Met Sweet | The Honeycutters | 3:41 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Morning Trian | David Francey | 2:28 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Hallelujah (Iām a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Life is Fine | Tom Rush | 3:39 | |
| Wreck You | Lori McKenna | 3:18 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| One Good Year | Slaid Cleaves | 4:54 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Thank God for the Road | The Flatlanders | 5:00 | |
| I'm Gonna Fly | Kimmie Rhodes | 3:57 | |
| Overcome | Amy LaVere, Will Sexton | 3:06 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Next Best Western | Richard Shindell | 4:17 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Love In Wartime | Birds of Chicago | 5:49 | |
| Mask Of Moses | Carrie Rodriguez | 3:44 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |