| Songbird | Eric Clapton, Willie Nelson | 2:55 | |
| Off the Shelf | Western Centuries | 5:47 | |
| Paper Cowboy | Margo Price | 6:15 | |
| One's On The Way (feat. Margo Price) | Loretta Lynn, Margo Price | 2:41 | |
| Turtles All the Way Down | Sturgill Simpson | 3:08 | |
| Drinkin' Smokin' Cheatin' | Brandy Clark | 2:57 | |
| You Got Me | William Prince | 3:33 | |
| Nowhere Road | Waylon Jennings, Willie Nelson | 2:44 | |
| Sweet Revenge | Margo Price | 4:34 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| God's Problem Child (with Tony Joe White, Leon Russell & Jamey Johnson) | Willie Nelson, Tony Joe White, Leon Russell, Jamey Johnson | 4:55 | |
| Mammas Don't Let Your Babies Grow up to Be Cowboys | Waylon Jennings, Willie Nelson | 2:32 | |
| Way Down in My Soul | Zephaniah OHora | 3:11 | |
| Forever and Then Some | Lillie Mae | 4:49 | |
| Coconut Tree (with Willie Nelson) | Kenny Chesney, Willie Nelson | 3:24 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Keeps Me Alive | Wynonna, Derek Trucks | 4:11 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Analog | Whitney Rose | 3:24 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
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| The North Dakota Cowboy | Brennen Leigh | 2:42 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Got a Lotta Love | The Cactus Blossoms | 3:02 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| You Found Me | Willy Tea Taylor | 3:20 | |
| Don't Think Twice, It's Alright | Willie Nelson, Merle Haggard | 4:10 | |
| 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 | |
| Wasco | Jaime Wyatt | 4:27 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Hurt So Bad | Jaime Wyatt, Shooter Jennings | 3:49 | |
| The Back of Your Hand | Dwight Yoakam | 3:07 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| High Class City Girl from the Country | Zephaniah OHora | 3:42 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| I Knew I Could Fly | Our Native Daughters, Leyla McCalla, Allison Russell | 3:41 | |
| Queen of The Clowns | Summer Dean | 3:10 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| House Of Mercy | Sarah Jarosz | 4:38 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| If I Started Over | Lukas Nelson and Promise of the Real | 3:12 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| Bring My Flowers Now | Tanya Tucker | 4:20 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |
| The Maker | Willie Nelson | 5:08 | |