| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| Tulsa County - Single Version | Son Volt | 2:53 | |
| Dancing on the Wing | The Felice Brothers | 4:28 | |
| Sidelong | Sarah Shook & the Disarmers | 4:10 | |
| My Ride's Here | Warren Zevon | 3:41 | |
| Feelin' Good Again | Robert Earl Keen | 3:16 | |
| Worrisome Years | Greg Brown | 4:08 | |
| Going Going Gone | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:12 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| My Old Drunk Friend | Freakwater | 3:33 | |
| Come Back Little Star | Patterson Hood | 5:01 | |
| Sweet Virginia | Everest | 4:36 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Slate | Uncle Tupelo | 3:24 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| All in One | Jay Farrar, Benjamin Gibbard | 2:07 | |
| Old Friends | Chuck Prophet | 3:56 | |
| Don't Need You | Alejandro Escovedo | 5:11 | |
| Something About What Happens When We Talk. | Lucinda Williams | 3:50 | |
| Watch Me Fall | Uncle Tupelo | 2:12 | |
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| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Little Drunk Fists | Slobberbone | 3:52 | |
| Daydreamer | John Fullbright | 4:32 | |
| Last Minute Shakedown | Son Volt | 4:03 | |
| Little Silver Heart | Lucero | 4:15 | |
| Roll On | Josh Ritter | 4:16 | |
| Red Dress | Israel Nash | 4:07 | |
| Last Words of Midnight Clyde | Blue Mountain | 4:55 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Heaven, Sittin' Down | Phosphorescent | 4:26 | |
| Ain't No More Cane | Son Volt | 4:49 | |
| He's a Dick | Golden Smog | 2:48 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| Chris Isaak | Lydia Loveless | 4:33 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| South | Blackie & The Rodeo Kings | 4:24 | |
| Going Back to Georgia | Nanci Griffith | 4:16 | |
| Creosote | Son Volt | 4:12 | |
| The El | Rhett Miller | 3:09 | |
| Indianapolis | The Bottle Rockets | 3:32 | |
| Pretty Please | Blue Mountain | 5:02 | |
| Wasteland | Dead Man Winter | 4:42 | |
| Just Like Tom Thumb's Blues | Ramblin' Jack Elliott | 6:54 | |
| No Place Like The Right Time | Donna The Buffalo | 4:22 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Golden Bird | Levon Helm | 5:11 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |