| Sake of the Song | Hayes Carll | 4:44 | ||
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | ||
| Ourselves to Know | Warren Zevon | 3:17 | ||
| Cry | Slaid Cleaves | 3:51 | ||
| Whiskey Bottle | Uncle Tupelo | 4:46 | ||
| Blue and Wonder | Richard Buckner | 3:47 | ||
| South Tacoma Way | Neko Case | 4:51 | ||
| Rexroth's Daughter | Greg Brown | 5:00 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| Hard Is the Fall | Jay Farrar | 2:29 | ||
| Front Porch | Slobberbone | 3:32 | ||
| Myrna Lee | Blue Mountain | 3:45 | ||
| Down to the Well | Kevin Gordon | 4:10 | ||
| Two Girls | The Gourds | 3:35 | ||
| She - 2007 Remastered Version | Pretenders & Emmylou Harris | 4:49 | ||
| Shotgun Wedding | Jason Isbell | 3:49 | ||
| Evening Gown | Alejandro Escovedo | 3:28 | ||
| How I Got To Memphis | The V-Roys | 4:38 | ||
| Steal Your Heart Away | Watkins Family Hour, Sara Watkins, Sean Watkins | 2:45 | ||
| Wonderful Life | The Felice Brothers | 4:02 | ||
| Leaves and Kings | Josh Ritter | 3:27 | ||
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| Walkin' | Phosphorescent | 3:44 | ||
| Ain't Gonna Worry No More | Peter Case | 6:14 | ||
| Stockholm | Jason Isbell | 2:51 | ||
| Unfortunately, Anna | Justin Townes Earle | 3:40 | ||
| Wedding Day | Alejandro Escovedo | 3:53 | ||
| Jesus & Elvis | Greg Brown | 3:38 | ||
| One More Dollar - Alternate Version | Gillian Welch | 4:33 | ||
| The Silver Dagger | Old Crow Medicine Show | 4:06 | ||
| Lost (For As Long As I Live) | Daniel Romano | 3:06 | ||
| 12:01 | Patterson Hood | 3:14 | ||
| The Way I Love Her | Bap Kennedy | 3:30 | ||
| Station To Station | Jay Farrar | 2:39 | ||
| It Just Dawned on Me | John Doe, The Sadies | 2:33 | ||
| Walking Each Other Home | Mary Gauthier | 4:17 | ||
| Old Shoes | Tom Waits | 4:25 | ||
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | ||
| Back into Your World | Son Volt | 3:45 | ||
| Lakeside | Blue Mountain | 3:11 | ||
| Looking Forward to Seeing You | Golden Smog | 2:47 | ||
| Don't Need You | Alejandro Escovedo | 5:11 | ||
| Wine Lips | Lydia Loveless | 3:42 | ||
| The Girl I Left Behind | Levon Helm | 3:36 | ||
| See Him On The Street | The Jayhawks | 3:09 | ||
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | ||
| The End | Ryan Adams & The Cardinals | 3:42 | ||
| Westby | Kathleen Edwards | 2:26 | ||
| Ann Jane | The Jayhawks | 4:00 | ||
| The Maker | Willie Nelson | 5:08 | ||
