| Wanderin' | Justin Townes Earle | 2:38 | |
| Panama Red | New Riders of the Purple Sage | 2:46 | |
| Daddy's Cup | Drive-By Truckers | 5:53 | |
| There She Goes | John Prine | 3:24 | |
| Mexican Home (feat. John Prine) | Chris Knight, John Prine | 5:05 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| I Just Lived a Country Song | Robbie Fulks, Linda Gail Lewis | 4:10 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Damned If I Do, Damned If I Don't | Sarah Shook & the Disarmers | 3:59 | |
| New Orleans | Trampled by Turtles | 3:31 | |
| This Is the Year | Yarn | 3:02 | |
| The Frying Pan | John Prine | 1:52 | |
| Bad Time To Be An Outlaw | The Bottle Rockets | 3:13 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Linda Goes To Mars | John Prine | 3:06 | |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| Heaven's High | Wrinkle Neck Mules | 3:49 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| All American Singer | Zephaniah OHora | 3:57 | |
| Hallelujah Shine | The Gourds | 3:36 | |
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| Carmelita | Warren Zevon | 3:34 | |
| All Blue | Luke Bell | 3:21 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| Sweet Revenge | John Prine | 2:41 | |
| Panhead | Otis Gibbs | 6:14 | |
| Sinkhole | Drive-By Truckers | 3:27 | |
| Why Is My Day so Long | Donnie Fritts | 2:31 | |
| Omaha | The Gourds | 3:15 | |
| Oval Room | Blaze Foley | 4:04 | |
| Sins of the Father | Waylon Payne | 3:04 | |
| Back Street Affair (feat. Patty Loveless) | John Prine, Patty Loveless | 2:47 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Crescent City | Lucinda Williams | 3:01 | |
| You Mess Around & Get a Buzz | Paul Thorn | 3:09 | |
| Ride My Pony | John Hiatt | 3:40 | |
| One Road More | The Flatlanders | 2:38 | |
| Keep the Home Fires Burnin' | Sarah Shook & the Disarmers | 3:03 | |
| Too Drunk To Dream | Whiskeytown | 2:53 | |
| Amtrak Crescent | Scott Miller | 4:41 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
| I'm Still Here | John Hartford | 3:24 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |
| Standing On The Rock | The Ozark Mountain Daredevils | 3:54 | |
| Lotta Fun | Lukas Nelson and Promise of the Real | 2:57 | |
| Walkin' Down The Road | The Ozark Mountain Daredevils | 3:26 | |
| Starlight | Logan Ledger | 5:21 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
