| It Was a Train | Otis Gibbs | 3:10 | |
| Shoulda' Known Better | Possessed by Paul James | 3:40 | |
| Someday | Blaze Foley | 4:15 | |
| Yum Yum | The Deslondes, Riley Downing, Dan Cutler, Sam Doores, Cameron Snyder | 2:56 | |
| Bodysnatchers | Dave Rawlings Machine | 5:56 | |
| Down Drinking at the Bar | Loudon Wainwright III | 3:57 | |
| Pay Day Give Away | Bill Wilson | 4:04 | |
| Tres Grand Serpent | The Deslondes, Riley Downing | 2:40 | |
| Talking Reality Television Blues | Todd Snider | 2:34 | |
| Big Mouth USA | Jim Ford | 3:13 | |
| Son of the Working Class | Josh Okeefe | 2:56 | |
| Get On The Floor | C.W. Stoneking | 3:47 | |
| Hog of the Foresaken | Michael Hurley | 4:35 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Nothing Gets Me Down | Ben Miller Band | 3:40 | |
| For Anything Less | Blaze Foley | 4:10 | |
| I Don't Work in a Bank | Joe Pug | 1:35 | |
| Keeping Me Goin' | Josh Okeefe | 2:27 | |
| Hollywood Hopeful | Loudon Wainwright III | 2:39 | |
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | |
| Heavy | Possessed by Paul James | 4:35 | |
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| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| What of Alicia | Terry Allen | 5:03 | |
| Deep Breath | Riley Downing | 3:08 | |
| Too Old to Dream | Nick Shoulders | 2:52 | |
| After Laughter | Charley Crockett | 3:51 | |
| Sinkhole | Drive-By Truckers | 3:27 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| Good to Go | The Deslondes, Riley Downing | 3:49 | |
| If You Knew My Mind | Grayson Capps | 3:03 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Arlene | The Handsome Family | 3:37 | |
| Election Day | Blaze Foley & the Beaver Valley Boys | 2:13 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Maybellene | Chris Smither | 2:56 | |
| The Ballad of the Kingsmen | Todd Snider | 5:03 | |
| Oval Room | Blaze Foley | 4:04 | |
| Make Me A Pallet On Your Floor | Mississippi John Hurt | 4:33 | |
| Fisherman's Friend | Ramsay Midwood | 4:58 | |
| The Moon Is High (And So Am I) | Roger Miller | 1:56 | |
| Just Dropped In (To See What Condition My Condition Was In) | Willie Nelson | 3:42 | |
| Let The Mermaids Flirt With Me | Mississippi John Hurt | 3:21 | |
| Chicago | Ramsay Midwood | 4:50 | |
| Richland Woman Blues | Mississippi John Hurt | 4:03 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| Poor Boy, Long Ways From Home | Mississippi John Hurt | 2:14 | |