| Why You Been Gone So Long, Pt. 1 | Mickey Newbury | 3:28 | |
| Poor Man | Old Crow Medicine Show | 3:34 | |
| You Broke My Heart | Steve Earle | 3:18 | |
| Drinkin' Days | Slaid Cleaves | 4:52 | |
| Out of Mind, Out of Sight | Kris Kristofferson | 3:00 | |
| High on the Mountain | The Del McCoury Band | 3:05 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| The Ghost Of Virginia - Remastered | Justin Townes Earle | 3:39 | |
| All American Singer | Zephaniah OHora | 3:57 | |
| After The Fire Is Gone | Buddy Miller, Lee Ann Womack | 3:00 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| Ten Second News - 2015 Remaster | Son Volt | 3:55 | |
| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| One for the One | John Hiatt | 4:18 | |
| Marie | Steve Earle | 4:52 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Over You | Sarah Shook & the Disarmers | 3:11 | |
| Hard By the Highway | Richard Dobson | 2:38 | |
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| Elijah's Church | Steve Earle | 4:23 | |
| Down South in New Orleans | Buddy Miller, Jim Lauderdale | 2:58 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Reasons To Quit | Phosphorescent | 3:13 | |
| Pancho and Lefty | Steve Earle | 4:01 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Goodbye Summer | Jonny Fritz | 3:30 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Watch Me Fall | Uncle Tupelo | 2:12 | |
| I Don't Care - Remastered | Justin Townes Earle | 1:55 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| News from Colorado | Steve Earle | 2:29 | |
| Desperados Waiting For A Train | Guy Clark | 4:29 | |
| Medicine Hat | Son Volt | 4:13 | |
| That's How I Got to Memphis | Charley Crockett | 3:01 | |
| Memphis; The Blues (feat. John Moreland) | Zach Bryan, John Moreland | 3:09 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Texican Badman | Peter Rowan | 2:05 | |
| Steamboat Whistle Blues | John Hartford | 3:25 | |
| Gone | John Hiatt | 2:57 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Wild And Blue | Brent Cobb | 3:06 | |
| I've Been A Long Time Leavin' (But I'll Be A Long Time Gone) - Single Version | Roger Miller | 2:13 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Wishbone | Willis Alan Ramsey | 2:46 | |
| Brick Walls | Son Volt | 2:12 | |
