| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| Kristine | Joe Purdy | 3:54 | |
| What Made Milwaukee Famous (Has Made A Loser Out Of Me) | Redbird | 3:10 | |
| Bones | Willy Tea Taylor | 2:26 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| I Gotta Get Drunk | Redbird | 2:01 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Childish Things | James McMurtry | 4:35 | |
| Tuscaloosa 1962 | Donnie Fritts | 3:22 | |
| Willow Witchin' (Hot Take) | Nat Myers | 2:30 | |
| Mean Ol' Wind Died Down | Luther Dickinson | 4:00 | |
| Change Your Mind | Chris Smither | 3:12 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Let the Mystery Be | Iris DeMent | 2:46 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Doncha Miss That Water | Malcolm Holcombe | 2:45 | |
| Shadow of the Moon | The Flatlanders | 2:52 | |
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| Please Help Me, I'm Falling | Kieran Kane, Rayna Gellert | 3:34 | |
| Ditch | Sam Baker | 1:56 | |
| Sure to Fall | Valerie June | 2:51 | |
| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Yum Yum | The Deslondes, Riley Downing, Dan Cutler, Sam Doores, Cameron Snyder | 2:56 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Missin' You | Little Feat | 2:21 | |
| Link Of Chain | Chris Smither | 4:50 | |
| Mississippi Phone Booth | John Hiatt, Jerry Douglas | 3:06 | |
| Buckets of Rain | Redbird | 3:41 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Postcard from Mexico | Kieran Kane, Kevin Welch, Fats Kaplin | 2:34 | |
| After the Storm | The Flatlanders | 3:52 | |
| Yard Man | Luther Dickinson | 3:07 | |
| Angeline | James McMurtry | 4:04 | |
| Lovin' in My Baby's Eyes | Taj Mahal | 2:40 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| East Indian Princess | Loudon Wainwright III | 2:56 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| I Was the One | The Modern Don Juans, David Childers | 2:35 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| False Hearted Lover Blues | Levon Helm | 3:29 | |
| Troubles | Tara Nevins | 4:03 | |
| Coffee Blues | Mississippi John Hurt | 3:46 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |