| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| He Was the King | Neil Young | 6:07 | |
| You Got to Me | James McMurtry | 5:23 | |
| Dear Diane | Pete Droge | 4:40 | |
| After All These Years - 2006 Remaster | T Bone Burnett | 3:12 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| I Am the Big Easy | Ray Bonneville | 4:37 | |
| Salome | Old 97's | 4:07 | |
| Tell Her What I Said | The Sadies | 4:53 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| Let's Go Running | Blue Mountain | 4:49 | |
| Looking Forward to Seeing You | Golden Smog | 2:47 | |
| Don't Need You | Alejandro Escovedo | 5:11 | |
| Wooden Ships | Jason Isbell and the 400 Unit, David Crosby | 7:58 | |
| Storm Across the Sea | Chuck Prophet | 4:16 | |
| Steve Earle | Lydia Loveless | 4:28 | |
| That's How Every Empire Falls | John Prine | 5:34 | |
| Dear Doctor | Lee Harvey Osmond, Mary Guathier | 3:35 | |
| My Baby Blue | John Hiatt & The Goners | 4:35 | |
| Disappear | Patterson Hood | 3:19 | |
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| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | |
| Bayou Tortue | James McMurtry | 4:25 | |
| She's a River | Gurf Morlix | 4:28 | |
| Lament | The Gourds | 4:50 | |
| Rosie | The Beat Farmers | 2:23 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Won't Be Coming Home | Golden Smog | 3:36 | |
| Imposter | Lilly Hiatt | 4:21 | |
| Follow You Down | Alejandro Escovedo | 4:04 | |
| Before They Make Me Run | Great Lake Swimmers | 3:58 | |
| Ionlanthe | James McMurtry | 4:30 | |
| You've Got Me Where You Want Me | Chuck Prophet | 3:27 | |
| Until You Came Along | Golden Smog | 4:59 | |
| Westport Ferry | Brute | 2:54 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Fly Back Home | John Hiatt & The Goners | 4:44 | |
| House of Stone | Mudcrutch | 3:00 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Peaceful Valley | Ryan Adams & The Cardinals | 3:42 | |
| Old L.A. | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:03 | |
| The Maker | Willie Nelson | 5:08 | |
| Sensitive Boys | Alejandro Escovedo | 4:29 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Tobacco Road | Colvin & Earle | 2:49 | |
| Two Angels | Peter Case | 4:32 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |