| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
| Loretta | Luke Bell | 3:58 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| Hallelujah Shine | The Gourds | 3:36 | |
| Quick Fix | Sam Morrow | 3:32 | |
| Oklahoma Hills - Remastered | Arlo Guthrie | 3:27 | |
| Central Daylight Time | Wrinkle Neck Mules | 3:33 | |
| Everything's Gonna Be Alright | Paul Thorn | 4:44 | |
| Pill Bug Blues | The Gourds | 3:59 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| High on the Mountain | Vincent Neil Emerson | 2:58 | |
| Methadone Blues | Elizabeth Cook | 3:43 | |
| Daddy's Little Pumpkin | John Prine | 2:41 | |
| Serenity Prayer | TK & The Holy Know-Nothings | 4:50 | |
| Heavenly Home | The Deslondes, Sam Doores | 4:07 | |
| Texas Moon | Vincent Neil Emerson | 3:25 | |
| Long Walk Back To San Antone | Junior Brown | 3:33 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Sins of the Father | Waylon Payne | 3:04 | |
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| Johnny Cash | Fred Eaglesmith | 3:20 | |
| The Bullfighter | Luke Bell | 3:23 | |
| Louise | The Deslondes, Dan Cutler | 3:17 | |
| Dog - Audiotree Live Version | The Bottle Rockets, Audiotree | 2:21 | |
| Mental Cruelty (feat. Kacey Musgraves) | John Prine, Kacey Musgraves | 2:23 | |
| Earthly Justice | Western Centuries | 4:03 | |
| How Lucky | Kurt Vile, John Prine | 3:23 | |
| I Thought the Wreck Was Over | The Flatlanders | 2:45 | |
| Tulsa County - Single Version | Son Volt | 2:53 | |
| Please Don't Bury Me | John Prine | 2:51 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| How I Got To Memphis | The V-Roys | 4:38 | |
| Truck Driving Man | New Riders of the Purple Sage | 6:24 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Lincoln Town | John Hiatt | 4:03 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Yes I Guess They Oughta Name a Drink After You | John Prine | 2:10 | |
| Memories | Swamp Dogg, John Prine | 4:47 | |
| 87 Southbound | Wayne Hancock | 3:32 | |
| Resurrection | Kinky Friedman | 4:11 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Imagining Raindrops | Logan Ledger | 3:20 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Skip A Rope | Logan Ledger | 3:47 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| Black Sky | The Ozark Mountain Daredevils | 3:08 | |
