| The Buck Starts Here | Robbie Fulks | 3:44 | |
| The Cold Hard Facts of Life | John Doe, The Sadies | 3:04 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| The Nail | Sarah Shook & the Disarmers | 3:13 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Wink | Blue Mountain | 3:17 | |
| I Thought the Wreck Was Over | The Flatlanders | 2:45 | |
| Crescent City | Lucinda Williams | 3:01 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Brady | Backyard Tire Fire | 4:06 | |
| If Teardrops Were Pennies | Buddy Miller, Elizabeth Cook | 2:16 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Methamphetamine | Son Volt | 4:04 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Truck Driving Man | New Riders of the Purple Sage | 6:24 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Drinkin' Days | Slaid Cleaves | 4:52 | |
| Detroit City | John Doe, The Sadies | 2:55 | |
| Minor Enough | Wrinkle Neck Mules | 3:20 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Horseshoe Lounge | Slaid Cleaves | 3:26 | |
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| Country Love | The Gourds | 2:43 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Border Radio | Kelly Willis, Bruce Robison | 2:50 | |
| Central Daylight Time | Wrinkle Neck Mules | 3:33 | |
| Southern Rain | Cordovas | 6:13 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Lament | The Gourds | 4:50 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| Parallel Bars | Robbie Fulks | 3:07 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| Ten Second News - 2015 Remaster | Son Volt | 3:55 | |
| You Got to Me | James McMurtry | 5:23 | |
| I Don't Like Half The Folks I Love | Paul Thorn | 4:24 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| Alligator's Lament | Ramsay Midwood | 2:55 | |
| Pontiac | Fred Eaglesmith | 4:48 | |
| The Winner | Kris Kristofferson | 4:58 | |
| River Of Fools | Logan Ledger | 3:11 | |
| Sweet Lucinda | Gibson Brothers | 2:45 | |
| That's How I Got To Memphis | Buddy Miller | 3:22 | |
| Airline Agent | James McMurtry | 3:11 | |
| Magnolia Mountain | Ryan Adams & The Cardinals | 5:51 | |
| Don't Listen To The Wind | Buddy Miller | 3:37 | |
| Four Letter Word | Lukas Nelson and Promise of the Real | 4:42 | |