| Thomas Drew | Martin Simpson | 3:43 | |
| Next Best Western | Richard Shindell | 4:17 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Do It | Jesse Winchester | 1:27 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Cave Man | Chris Smither | 5:23 | |
| The Flyboy & the Kid | Rodney Crowell | 3:55 | |
| The Gypsy Life | John Gorka | 4:26 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| Jubilee | Jake Xerxes Fussell | 3:58 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| Small Revelations | Chris Smither | 4:09 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| Avalon, My Hometown | Bruce Cockburn | 4:20 | |
| Always Lift Him Up And Never Knock Him Down | Willie Watson | 2:35 | |
| Every Grain Of Sand | Willie Nile | 3:55 | |
| Oh My Love | The Small Glories | 3:20 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Our Town | Iris DeMent | 5:00 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
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| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Willow Tree | Diana Jones | 2:53 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Land of the Bottom Line | John Gorka | 3:33 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Loving You Is The Only Way To Fly | Rodney Crowell | 3:27 | |
| Link Of Chain | Chris Smither | 4:50 | |
| Wedding Bells | Buddy Miller, Richard Thompson | 4:45 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Angeline | James McMurtry | 4:04 | |
| Hazel's House | Richard Shindell | 3:20 | |
| On and On | Dead Horses | 3:37 | |
| Moonshine | Luther Dickinson | 4:40 | |
| Lonely Time | Chris Smither | 3:22 | |
| Hey Conductor | Dave Carter, Tracy Grammer | 3:20 | |
| Cold Missouri Waters | Richard Shindell | 5:55 | |
| Way over Yonder in the Minor Key | Dave Carter & Tracy Grammer | 4:14 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Downtown Tonight | John Gorka | 3:05 | |
| Ripple | AJ Lee | 4:21 | |
| If Not For You | The Cactus Blossoms | 2:20 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| Devil Got Your Man | Chris Smither | 4:38 | |
| Birches | Bill Morrissey | 3:22 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |