| 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 | |
| This Crazy Life | Eleven Hundred Springs | 3:14 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| Lament | The Gourds | 4:50 | |
| Swing Me Down | Danny Schmidt | 3:55 | |
| I'll Be Loving You | The Honeycutters | 5:50 | |
| Who's Gonna Raise These Babies? (feat. Michael Trent) | Cary Ann Hearst | 3:16 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Home Is Where The Hurt Is | JP Harris | 3:10 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Hank Williams Wouldn't Make It Now in Nashville Tennessee | Eleven Hundred Springs | 2:43 | |
| For The Brave | Will Taylor and Strings Attached, Slaid Cleaves | 4:15 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Without Her | Slaid Cleaves | 2:41 | |
| Gasoline | Shovels & Rope | 2:16 | |
| I Gotta Get Drunk | Redbird | 2:01 | |
| Johnny And June | Truckstop Honeymoon | 3:02 | |
| Hold On I | Chris Smither | 4:03 | |
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| Country Morning Music | Keith Sykes | 2:27 | |
| Black Maria | Three Tall Pines | 4:42 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Now It's Now Again | The Flatlanders | 3:33 | |
| Blood Is Thicker Than Water | Shaver | 3:27 | |
| Snake Bite | Bow Thayer, Levon Helm | 3:53 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Minor Enough | Wrinkle Neck Mules | 3:20 | |
| South Georgia Sugar Babe | Justin Townes Earle | 2:47 | |
| Five Hearts Breaking | Alejandro Escovedo | 4:10 | |
| north dakota | Chris Knight | 4:16 | |
| I Thought the Wreck Was Over | The Flatlanders | 2:45 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Six Volts | Fred Eaglesmith | 2:23 | |
| Texas Moon | Vincent Neil Emerson | 3:25 | |
| Take Me Back To Yesterday | Darrell Scott | 4:02 | |
| Undone | Chris Knight, Cody Canada | 4:34 | |
| Dog - Audiotree Live Version | The Bottle Rockets, Audiotree | 2:21 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Providence Canyon | Brent Cobb | 3:24 | |
| Please, Please, Please | Andrew Combs | 4:27 | |
| River Fool | Ian Noe | 3:05 | |
| Hallelujah Shine | The Gourds | 3:36 | |
| Your Sister | Gurf Morlix | 2:37 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |