| Engine Joe | Slobberbone | 2:26 | |
| The Hanging Road | Joseph Huber | 6:33 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Drunken Poet's Dream | Ray Wylie Hubbard | 4:20 | |
| Verde River | Kassi Valazza | 4:24 | |
| Down On A Bender | The .357 STring Band | 2:44 | |
| Going Down Grinnin' | Justin Wells | 4:26 | |
| Over You - Live Session, Austin, TX, 2019 | Sarah Shook & the Disarmers | 3:22 | |
| For the First Time I'm Starting to Think About My Age | Croy and the Boys | 2:50 | |
| Moondog | Joseph Huber | 3:22 | |
| Bad Time To Be An Outlaw | The Bottle Rockets | 3:13 | |
| Babe, I've Got to Go | Garrett T. Capps | 4:03 | |
| Raven | Ugly Valley Boys | 2:58 | |
| Make Something Outta Me | Jaime Wyatt | 2:58 | |
| Little Silver Heart | Lucero | 4:15 | |
| Same River Twice | Joseph Huber | 3:42 | |
| Damned If I Do, Damned If I Don't - Audiotree Live Version | Sarah Shook & the Disarmers, Audiotree | 3:58 | |
| Trinity Lane | Lilly Hiatt | 3:53 | |
| JP's Florida Blues #1 | JP Harris | 3:06 | |
| Smokin' 100's Alone | The Bottle Rockets | 3:15 | |
| Fifteen Passenger Van | Jonny Fritz | 2:05 | |
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| The Road Neverending | The Tillers | 4:01 | |
| No Mama Blues | Sam Doores, Riley Downing, The Tumbleweeds | 3:44 | |
| Lonely Like Me | Nick Shoulders | 3:09 | |
| I'm Broke | Croy and the Boys | 2:52 | |
| Believer | Sarah Shook & the Disarmers | 3:10 | |
| Blue Eyed Girl | Pat Reedy | 2:07 | |
| Neon Cross | Jaime Wyatt | 4:24 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| The Days Engrave | The .357 STring Band | 4:30 | |
| Wine Lips | Lydia Loveless | 3:42 | |
| Broke Ass | Scott H. Biram | 4:39 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Aunt Peg's New Old Man | Robbie Fulks | 3:01 | |
| Take Off Your Tin Foil Hat | JP Harris | 2:48 | |
| Where the Cars Go By Fast (feat. Lillie Mae) | Jim Lauderdale, Lillie Mae | 3:04 | |
| Ragtime Troubles | Luke Bell | 2:42 | |
| That Was Then | Pat Reedy | 2:21 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Jane Doe | Sarah Shook & the Disarmers | 4:28 | |
| Goodbye Summer | Jonny Fritz | 3:30 | |
| Steve Earle | Lydia Loveless | 4:28 | |
| Devil's Taxidermy | Willy Tea Taylor, The Fellership | 3:42 | |
| Desert Rose | TK & The Holy Know-Nothings | 4:30 | |
| After You | Joseph Huber | 4:11 | |
| What It Takes - Audiotree Live Version | Sarah Shook & the Disarmers, Audiotree | 2:59 | |
| Horses | Slaid Cleaves | 3:12 | |