| The Flyboy & the Kid | Rodney Crowell | 3:55 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Take a Drive With Me | Jeff Talmadge | 4:01 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| Just Us Kids | James McMurtry | 5:08 | |
| Reckless | Rodney Crowell | 3:30 | |
| Rollin' Home To Someone You Love | Steve Forbert | 3:04 | |
| Orphan | Sam Baker | 3:19 | |
| Another Black Hole | Malcolm Holcombe, Futureman, Tony Joe White | 4:23 | |
| Broken Man (Live) | Greg Trooper | 4:19 | |
| Famous Last Words of a Fool in Love | Rodney Crowell | 3:49 | |
| My Portion | I Draw Slow | 4:15 | |
| Born in Lackawanna | Gurf Morlix | 3:40 | |
| Mutineer | Jason Isbell, Amanda Shires | 3:01 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Say Grace | Sam Baker | 4:19 | |
| If I Could Only Fly | Gurf Morlix | 5:14 | |
| Not Forgotten | Malcolm Holcombe | 2:47 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
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| Domestic Blues | Bap Kennedy | 2:57 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Thank God for the Road | The Flatlanders | 5:00 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| Hangin' Me Tonight | The Pine Valley Cosmonauts, Gurf Morlix | 3:39 | |
| Man of God | Eliza Gilkyson | 4:27 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Your Lonely Heart | Carrie Rodriguez | 2:58 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Daisy Mae | Jason Isbell and the 400 Unit | 2:55 | |
| Swinging From The Chains Of Love | Blackie & The Rodeo Kings | 3:42 | |
| Cold, Cold Ground | Muddy Fork | 3:12 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| You Got to Me | James McMurtry | 5:23 | |
| You Made Me Feel for You | Shannon McNally | 2:57 | |
| She's a River | Gurf Morlix | 4:28 | |
| Letter in Hand | Pieta Brown | 3:53 | |
| I'm the Loneliest Man I Ever Met | Kinky Friedman | 2:48 | |
| Copper Canteen | James McMurtry | 4:37 | |
| The Maker | Willie Nelson | 5:08 | |
| The Rock Of My Soul | Rodney Crowell | 4:50 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Sugar Mama | The Deep Dark Woods | 2:39 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| Deeper Well | David Olney | 3:07 | |
| Laid A Highway | Tift Merritt | 3:53 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |