| Ain't Got a Place | James McMurtry | 2:41 | |
| That Kind of Life | Michigan Rattlers | 3:34 | |
| Moanin' of the Midnight Train | The Flatlanders, Joe Ely, Butch Hancock, Jimmie Dale Gilmore | 4:18 | |
| Cemetary Road | Fred Eaglesmith | 2:17 | |
| Great Confession | Amanda Anne Platt & the Honeycutters | 3:42 | |
| Silver Valley | David Miner | 4:35 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Die Midwestern | Arlo McKinley | 4:09 | |
| Minor Enough | Wrinkle Neck Mules | 3:20 | |
| Hurt So Bad | Jaime Wyatt, Shooter Jennings | 3:49 | |
| The Wheel | John R. Miller | 3:05 | |
| Gone | John Hiatt | 2:57 | |
| South Dakota | James McMurtry | 5:03 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Flesh and Bone | Gasoline Lollipops | 3:24 | |
| Indiana Line | Chicago Farmer | 3:51 | |
| Tehachapi | Margo Cilker | 3:07 | |
| New Mississippi Flag | Old Crow Medicine Show | 3:01 | |
| Rice Birds | Adam Carroll | 4:42 | |
| Carolina Heart | Yarn | 3:37 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
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| Everybody Else | Aaron Raitiere | 2:57 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| She Left Me Standing on the Mountain | Watkins Family Hour, Willie Watson | 3:25 | |
| L I V I N | Jaime Wyatt | 3:05 | |
| When to Let It Go | Hogslop String Band | 4:54 | |
| Last of the Better Days Ahead | Charlie Parr | 3:11 | |
| These Things I've Come to Know | James McMurtry | 3:18 | |
| Indianapolis | The Bottle Rockets | 3:32 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Lower 48 | The Gourds | 4:31 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | |
| Night Time Eagle | Jeremy Pinnell | 3:04 | |
| Smile | The Bottle Rockets | 2:25 | |
| Leaving Time | Patterson Hood | 3:31 | |
| Lost Lover's Eyes | Vince Herman | 3:23 | |
| Goodbye Queen | Jaime Wyatt | 3:17 | |
| It Takes a Lot to Laugh, It Takes a Train to Cry | Nitty Gritty Dirt Band | 5:12 | |
| Girls Like You | Amanda Anne Platt & the Honeycutters | 3:46 | |
| The Screaming Song | Justin Wells | 3:32 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Old Part of Town | James McMurtry | 5:16 | |
| Lookin' Over My Shoulder | John R. Miller | 3:37 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Seven Shells | Fred Eaglesmith | 2:23 | |
| Abilene | Dave Alvin | 4:57 | |
