| When A Cowboy Trades His Spurs For Wings | Gillian Welch, David Rawlings | 3:03 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Conversation with Death | Brooke Buckner, George Buckner, David Rawlings, Gillian Welch | 6:16 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Another Black Hole | Malcolm Holcombe, Futureman, Tony Joe White | 4:23 | |
| The Kid | The Felice Brothers | 3:59 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| Old King | Neil Young | 2:57 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Little Sadie | The Dead Tongues | 3:34 | |
| Out of the Picture - 2015 Remaster | Son Volt | 3:48 | |
| Studebaker | Warren Zevon | 2:26 | |
| Let the Mystery Be | Iris DeMent | 2:46 | |
| So Good | Peter Rowan Bluegrass Band, Gillian Welch, Dave Rawlings | 2:46 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Do It Daily | Martin Sexton | 2:56 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| Out on the Rise | The Deslondes | 5:11 | |
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| Bodysnatchers | Dave Rawlings Machine | 5:56 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Swear To Gawd (feat. David Rawlings and Chris Pierce) | Sunny War, David Rawlings, Chris Pierce | 2:49 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Shadow of the Moon | The Flatlanders | 2:52 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Lincoln Continental | The Felice Brothers | 3:18 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
| Hallelujah Shine | The Gourds | 3:36 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| King Cotton | The Secret Sisters | 3:12 | |
| White Man's World | Jason Isbell and the 400 Unit | 3:56 | |
| Sabrina | The Stray Birds | 3:44 | |
| Devil May Care | Son Volt | 2:58 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| Once They Banned Imagine | Drive-By Truckers | 4:11 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Happy in Hindsight | Jonny Fritz | 3:30 | |
| Kelly's Bar | Trampled by Turtles | 3:32 | |
| Letter From Heaven | Bill Morrissey | 1:54 | |
| Caleb Mayer | David Rawlings, Susanna Canessa | 2:51 | |
| Little Birds | Levon Helm | 4:41 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |