| All in Down and Out | Jake Xerxes Fussell | 3:13 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| She Took A Lot Of Pills (And Died) | Robbie Fulks | 2:43 | |
| After You | Joseph Huber | 4:11 | |
| Hard On You | Daniel Romano | 3:27 | |
| Cries After Making Love | Jonny Fritz | 3:04 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Golden | Dead Man Winter | 3:00 | |
| Yellow Taxi | Madisen Ward and the Mama Bear | 4:15 | |
| Bells Of Rhymney | Jake Xerxes Fussell | 4:02 | |
| Tehachapi | Margo Cilker | 3:07 | |
| C'mon Utah! | Shovels & Rope | 3:46 | |
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | |
| Friend or Foe | Esther Rose | 3:40 | |
| Take 'Em Away | Old Crow Medicine Show | 3:34 | |
| Miss'ippi | Nick Shoulders | 3:23 | |
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | |
| There Oughta Be a Law Against Sunny Southern California (Jabo I, II, III) | Terry Allen | 4:29 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| Paris, TX | Scott Ballew | 3:31 | |
| Six Pack of Beer and a Pack of Cigarettes | Erik Koskinen | 3:59 | |
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| Honey, Let's Stay In | Nick Shoulders | 3:21 | |
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | |
| Lo Siento, Spanishburg, WVA | Scott Miller | 3:58 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Song of the Bird | The Cactus Blossoms | 2:29 | |
| Big Cheeseburgers and Good French Fries | Blaze Foley & the Beaver Valley Boys | 2:44 | |
| Border Palace | Terry Allen | 1:48 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| 1922 | Phil Cook | 3:01 | |
| Bei mir bist du schoen | Charley Crockett | 2:46 | |
| I've Got a Name for the Newborn Child | Hiss Golden Messenger | 3:12 | |
| Make It Up To Mama | Sarah Shook & the Disarmers | 2:45 | |
| Green Rocky Road | Spirit Family Reunion | 2:38 | |
| What's Goin' Wrong | Justin Townes Earle | 3:25 | |
| I Don't Work in a Bank | Joe Pug | 1:35 | |
| Live / Die | Nellie Pearl | 3:42 | |
| Please | The Sons of Rainier | 2:25 | |
| New Ways to Fail | Sarah Shook & the Disarmers | 4:07 | |
| They Killed John Henry | Justin Townes Earle | 2:46 | |
| Greatest Show on Earth | The Felice Brothers | 5:30 | |
| In the Mud | The Bobby Tenderloin Universe | 2:34 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Young When I Left Home | The Good Luck Thrift Store Outfit | 4:28 | |
| In the Misty Garden/I Should Have Been Home With You | Blaze Foley & the Beaver Valley Boys | 4:50 | |
| Limited Liability | Izaak Opatz | 3:42 | |
| Spinnin' On This Rock | Ramsay Midwood | 4:30 | |