| Traveling Alone | Tift Merritt | 4:44 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Come A Long Way | Loudon Wainwright III | 2:46 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| Letter in Hand | Pieta Brown | 3:53 | |
| James Alley Blues | Willie Watson | 4:06 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Just By Myself | Greg Brown | 4:45 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Heading Home | Pieta Brown | 3:43 | |
| Mother Earth | Willie Watson | 3:36 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| Runnin' Round | Brigitte DeMeyer, Will Kimbrough | 2:46 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| The War After the War | Mary Gauthier | 3:44 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| I Drink Beer | Dan Reeder | 2:53 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
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| Old Shoes | Tom Waits | 4:25 | |
| Our Town | Iris DeMent | 5:00 | |
| I'm Gone | Pieta Brown | 2:20 | |
| Chalk | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:40 | |
| Cheap Wine | Charlie Parr | 5:11 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | |
| Long Time Gone | Peter Case | 4:29 | |
| The Poet Game | Greg Brown | 5:32 | |
| Nashville 1972 | Rodney Crowell | 3:53 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Another Black Hole | Malcolm Holcombe, Futureman, Tony Joe White | 4:23 | |
| You Drive Me Crazy | Greg Brown | 5:01 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Love In Wartime | Birds of Chicago | 5:49 | |
| River Of Love | T Bone Burnett | 3:31 | |
| I Drink | Mary Gauthier | 4:30 | |
| High On A Mountain | Ollabelle | 3:19 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| Waynesboro | Ramsay Midwood | 4:24 | |
| Six O'Clock News | Kathleen Edwards | 4:36 | |
| Troubles | Tara Nevins | 4:03 | |
| Goin' Down To Memphis - Demo Version | John Martyn | 3:01 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |