| Yesterday's Clothes | Malcolm Holcombe | 4:50 | |
| Out on the Rise | The Deslondes | 5:11 | |
| Ballad of a Retired Man | Ian Noe | 4:50 | |
| Cricket (At Night I Can Fly) | Luther Dickinson, Amy LaVere | 2:54 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Sadder Day | Western Centuries | 4:30 | |
| $13 Beers | Chicago Farmer | 3:17 | |
| Knuckleball Prime | Willy Tea Taylor | 2:33 | |
| Watchin' Them Semis Roll | Joe Ely | 2:00 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Don't You Know I'm from Here | Brennen Leigh | 4:22 | |
| I'm so Lonesome I Could Cry | Steve Young | 3:31 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Talking To Myself | Justin Townes Earle | 2:54 | |
| Who Am I Kidding? | Tony Kamel | 4:21 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Dogwood | Terry Allen | 4:31 | |
| Fill Those Shoes | Malcolm Holcombe | 5:01 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
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| Bhagavan Decreed | The Flatlanders | 3:00 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Lazy Third Eye | Willy Tea Taylor, The River Arkansas | 4:06 | |
| Old Maid's Draw | Riddy Arman | 3:13 | |
| Same Blood as Mine | The Deslondes | 3:28 | |
| I Don't Know Anybody in This Town | Greg Brown | 3:27 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Baby Likes a Love Song | Malcolm Holcombe | 3:11 | |
| Never A Forced Smile | Daniel Romano | 4:04 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Waitin' for the Hard Times to Go | Jim Ringer | 3:25 | |
| Oklahoma Hills | Jimmy LaFave | 3:44 | |
| Hard Luck Kid (feat. Charley Crockett & Dylan Bishop) | Simon Flory, Charley Crockett, Dylan Bishop | 3:38 | |
| Lo Siento, Spanishburg, WVA | Scott Miller | 3:58 | |
| Holy Water | Jonny Fritz | 2:40 | |
| I Don't Really Want to Talk to You | Dan Reeder | 2:38 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Mama's Hungry Eyes | Kinky Friedman | 2:54 | |
| A Hundred Lies | Malcolm Holcombe | 3:49 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| Painted Lady | Willis Alan Ramsey | 3:06 | |
| The Ballad Of Spider John | Sam Bush | 4:24 | |
| Big Water | Tom Russell, Iris DeMent | 3:55 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| To The Homeland | Malcolm Holcombe | 3:45 | |
| Angel Eyes | Willis Alan Ramsey | 3:11 | |