| Turn It Up | Gillian Welch | 1:52 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Alright | Adam Carroll | 3:04 | |
| Crazy Man, Crazy | Lake Travis Fiddlers, Ray Benson | 2:27 | |
| When I Leave | Parker Millsap | 3:58 | |
| Bury My Gold | Wrinkle Neck Mules | 4:05 | |
| Swept Away | Missy Raines, Alison Brown, Becky Buller, Molly Tuttle, Sierra Hull | 3:56 | |
| Sadder Day | Western Centuries | 4:30 | |
| Leave That Cowboy | Ray Benson, Dolly Parton | 2:43 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| From Outer Space | Jaime Wyatt | 4:13 | |
| Leaving Chattanooga | Wrinkle Neck Mules | 3:03 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Memphis Women and Chicken | Donnie Fritts | 3:51 | |
| Methadone Blues | Elizabeth Cook | 3:43 | |
| Leavin' Amarillo | Shaver | 3:37 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| After the Storm | The Flatlanders | 3:52 | |
| If You Catch Me Stealing | Eilen Jewell | 4:08 | |
| Dive Bar Sweetheart | Becky Warren | 3:31 | |
| Austin Night | Bastard Sons of Johnny Cash | 3:36 | |
| Unlock more with Songs Like X Pro |
| My Boots | Whitney Rose | 4:47 | |
| Way Out West (Reprise) | Marty Stuart And His Fabulous Superlatives | 1:56 | |
| Same Old Stagolee | Justin Townes Earle | 3:41 | |
| The Long Game | Western Centuries | 4:20 | |
| Undertaker's Song | Wrinkle Neck Mules | 4:31 | |
| Right Where I Belong | The Flatlanders | 4:06 | |
| Learning How to Live Alone | Travis Meadows | 4:06 | |
| Lost Lover's Eyes | Vince Herman | 3:23 | |
| A Simple Song of Freedom / Once We Were True Rebels | Ray Benson, Mounir Troudi | 5:09 | |
| Road Less Traveled | Yarn | 2:58 | |
| Live Forever | Shaver | 3:52 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Short Hair Woman | Justin Townes Earle | 2:49 | |
| Love Is So Sweet | Shaver | 2:14 | |
| Hold On I | Chris Smither | 4:03 | |
| I Love You Don't Touch Me | Ray Benson, Katie Shore | 2:54 | |
| My Friends | Walt Wilkins | 3:43 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Warm Guns | Western Centuries | 4:55 | |
| Junkin' | Paul Thorn | 4:40 | |
| Tangled up in Blue | The Charlie Daniels Band | 4:17 | |
| Sleep With One Eye Open | Della Mae, Alison Brown, Molly Tuttle | 3:30 | |
| Back When I Cared | Lukas Nelson and Promise of the Real | 3:38 | |
| Midnight Run | James Hand | 3:21 | |
| Dance With Who Brung You - Live | Country's Family Reunion, Ray Benson | 3:32 | |
| Bourbon Hound | Della Mae, Molly Tuttle, Avril Smith | 3:11 | |
| Stand And Deliver | Steep Canyon Rangers | 3:30 | |
