| Highway Bound | Pat Reedy | 1:50 | |
| Warm Guns | Western Centuries | 4:55 | |
| Alice | Jamie Lin Wilson | 3:17 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Carole With An E | Brennen Leigh | 3:35 | |
| Tennessee Song | Margo Price | 4:40 | |
| Barbry Ellen | JP Harris, Chance McCoy | 3:20 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| Vanlife | Willi Carlisle | 4:46 | |
| King Cotton | The Secret Sisters | 3:12 | |
| I Lie When I Drink | Dale Watson | 3:07 | |
| Dead Flowers | Whitey Morgan | 3:34 | |
| Conversation With Jesus | Pat Reedy | 3:19 | |
| Night Time Eagle | Jeremy Pinnell | 3:04 | |
| Copper Canteen | James McMurtry | 4:37 | |
| Sing A Song | Gus Clark & the Least of His Problems | 3:25 | |
| The Wheel | John R. Miller | 3:05 | |
| Paper Cowboy | Margo Price | 6:15 | |
| El Paso | The Gourds | 3:10 | |
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| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Wild Birds | Western Centuries | 4:25 | |
| Highway One | Hollis Brown, Nikki Lane | 3:34 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Better Move It on Home (feat. Leigh Nash) | JP Harris, Leigh Nash | 2:09 | |
| Rhinestones | Charlie Marie | 3:23 | |
| Yes to Booty | Elizabeth Cook | 2:04 | |
| Clean up Your Act If You Wanna Talk Dirty to Me | Summer Dean | 2:30 | |
| A Thinkin' Man's Woman | Gus Clark & the Least of His Problems | 2:13 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| The Bullfighter | Luke Bell | 3:23 | |
| I Do Believe I've Had Enough | Zephaniah OHora | 3:44 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
| One's On The Way (feat. Margo Price) | Loretta Lynn, Margo Price | 2:41 | |
| Fare Thee Well | Pat Reedy | 2:43 | |
| Oklahoma Gypsy Shuffler | Adam Carroll | 4:45 | |
| Big Bright World | Jeremy Pinnell | 4:16 | |
| You're Gonna Get Lonely | Whitney Rose | 2:39 | |
| Buddies | Lauren Barth | 3:25 | |
| Carryin' on This Way | Dale Watson | 3:46 | |
| Going Down Grinnin' | Justin Wells | 4:26 | |
| These Walls | Joshua Hedley | 2:48 | |
| Weight of the World | Western Centuries | 3:22 | |
| Paid My Dues (feat. Jack Ingram) | Bruce Robison, Jack Ingram | 3:22 | |
| In The Corner, At The Table, By The Jukebox | James Hand | 3:20 | |
| Floor To Crawl | James Hand | 2:49 | |
| Starlight | Logan Ledger | 5:21 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |