| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Picture Cards | Blaze Foley & the Beaver Valley Boys | 4:13 | |
| I'll Say When | Ags Connolly | 3:31 | |
| Lonely Days | Michael van Merwyk | 2:32 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| All That's Left Is Fare-Thee-Well (feat. Charlie Sexton) | Terry Allen, The Panhandle Mystery Band, Charlie Sexton | 3:06 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Shy Star | Ray Bonneville | 4:04 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| The Other Side of the River | Dayborn | 2:23 | |
| Tumbleweed Cowboy | Gary Clute, David Tatterson | 4:00 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Who's Gonna Take the Garbage Out (feat. Iris DeMent) | John Prine, Iris DeMent | 2:41 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Life is Fine | Tom Rush | 3:39 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Arroyo Seco | John Gorka | 4:24 | |
| The Way I Should | Iris DeMent | 4:26 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Another Winter Gone | Amanda Anne Platt & the Honeycutters | 4:18 | |
| Moonshine | Luther Dickinson | 4:40 | |
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| Love Will Win the War | Darden Smith | 3:54 | |
| Baby Doll | Malcolm Holcombe | 2:31 | |
| East of Eden | Tom Rush | 3:29 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Song for Ian Tyson | Old Man Luedecke | 3:28 | |
| Twelve Men Dead In Sago | Otis Gibbs | 2:38 | |
| Reinventing The Blues | Sam Lewis | 3:07 | |
| A Steady Heart | Malcolm Holcombe | 2:30 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| This Old Road | Kris Kristofferson | 3:59 | |
| Nothin' But You | Greg Trooper | 3:51 | |
| Too Many Memories - (feat. Emmylou Harris) | Tom Rush | 3:42 | |
| I USed to Call My Heart a Home | Zoe Muth | 4:58 | |
| Wear Me Out | Jesse Winchester | 2:37 | |
| Sign for a Sally | Malcolm Holcombe | 2:46 | |
| King Cotton | The Secret Sisters | 3:12 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| So Many Miles | Pieta Brown | 3:03 | |
| Quality Time | Iris DeMent | 4:05 | |
| Series of Closin' Doors | Gurf Morlix | 4:33 | |
| They Call Me Hank (Live) | Greg Trooper | 5:25 | |
| Room Eleven | Malcolm Holcombe | 3:45 | |
| Welding Burns | Rod Picott | 3:43 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Throwin' Horseshoes At The Moon | Tom Russell, Iris DeMent | 3:17 | |
| The Last Goodbye | Uncle Earl | 3:39 | |
| Danny’s Song | Tift Merritt | 2:08 | |