| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Angels and Acrobats | Rod Picott | 2:55 | |
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | |
| They Call Me Hank (Live) | Greg Trooper | 5:25 | |
| Wichita | Gretchen Peters | 3:52 | |
| Rock N Roll | Grayson Capps | 3:42 | |
| North | Blackie & The Rodeo Kings | 3:20 | |
| Series of Closin' Doors | Gurf Morlix | 4:33 | |
| Baby Doll | Malcolm Holcombe | 2:31 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Heading Home | Pieta Brown | 3:43 | |
| Morning Trian | David Francey | 2:28 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Never Tire of the Road | Rachel Baiman | 3:45 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| Ditch | Sam Baker | 1:56 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
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| Pontchartrain | Anders Osborne | 4:47 | |
| High as Johnny Thunders | Chuck Prophet | 3:18 | |
| Come See About Me | Tom Rush | 2:50 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Dressed in White | Jared Tyler, Malcolm Holcombe | 4:34 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Sun's Work Undone | Hackensaw Boys | 3:23 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| October Mornin' | Malcolm Holcombe, Iris DeMent | 3:48 | |
| You Must Go | Lilly Hiatt | 5:02 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| Cincinnati Motel | Neal Casal | 4:26 | |
| All I Found | Cordovas | 3:05 | |
| Willin' | Richard Shindell | 3:15 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Panhead | Otis Gibbs | 6:14 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Banks Of The Pontchartrain | Nanci Griffith | 3:46 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Dressed In White | Malcolm Holcombe | 3:17 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Consider It Heaven | Lukas Nelson and Promise of the Real | 4:19 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
