| Garden Song | John R. Miller | 3:14 | |
| Miss'ippi | Nick Shoulders | 3:23 | |
| Still No Rain | Justin Wells | 3:21 | |
| Hurt All Over | Emily Nenni | 3:33 | |
| Life Ain’t Fair and the World Is Mean | Sturgill Simpson | 2:00 | |
| Cheap Cocaine | Willi Carlisle | 3:33 | |
| Verde River | Kassi Valazza | 4:24 | |
| A Bright-Red Indian Paintbrush | Jake Penrod | 2:17 | |
| Sing A Song | Gus Clark & the Least of His Problems | 3:25 | |
| This Crazy Life | Eleven Hundred Springs | 3:14 | |
| Night Time Eagle | Jeremy Pinnell | 3:04 | |
| Black Diamond Strings | Guy Clark | 3:49 | |
| January in Louisiana | Fifth On The Floor | 3:20 | |
| Saskatchewan in 1881 | Colter Wall | 2:51 | |
| Conversation With Jesus | Pat Reedy | 3:19 | |
| In My Cups | Western Centuries | 3:02 | |
| Cry On THe Bayou | Jason James | 2:45 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| For the First Time I'm Starting to Think About My Age | Croy and the Boys | 2:50 | |
| You've Never Seen Me Cry | The Flatlanders | 2:17 | |
| You're Lucky She's Lonely | Summer Dean, Colter Wall | 3:26 | |
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| Highway Shine | Vincent Neil Emerson | 3:33 | |
| Smoky Mountain Taxi | Adam Carroll | 3:49 | |
| Hurt So Bad | Jaime Wyatt, Shooter Jennings | 3:49 | |
| Irene | Ian Noe | 3:53 | |
| South Dakota Wild One | The Deslondes | 3:23 | |
| Rita Ballou | Guy Clark | 2:50 | |
| Draggin' Shackles | Gary Stewart | 2:26 | |
| Why You Been Gone so Long | Eleven Hundred Springs, Ronnie Dawson | 4:23 | |
| Tumbleweed Stew | Slaid Cleaves | 3:44 | |
| Blue Jean Country Queen | Summer Dean | 2:48 | |
| Down by the River | Ray Wylie Hubbard | 3:19 | |
| All the Pretty Colors | Sturgill Simpson | 2:18 | |
| Count on Me | South Texas Tweek | 3:02 | |
| Red Wine | Scott H. Biram | 5:17 | |
| Bound and Determinded | Nick Shoulders | 3:18 | |
| Die Midwestern | Arlo McKinley | 4:09 | |
| Alabama (Can I Call You Hank) | Summer Dean | 4:02 | |
| Lucky I'm Alive | Pat Reedy | 3:13 | |
| Gimme a Ride to Heaven Boy | Terry Allen, The Panhandle Mystery Band | 4:59 | |
| Long Way Down | The Steeldrivers | 3:44 | |
| The Only Thing She Left Me Was the Blues | Eleven Hundred Springs | 3:40 | |
| When I Woke | Luke Bell | 3:40 | |
| 105 | Fred Eaglesmith | 2:48 | |
| Juarez | Luke Bell | 3:44 | |
| Mississippi Flush | Ray Wylie Hubbard | 3:33 | |
| Stay All Night (Stay A Little Longer) | Bob Wills, Texas Playboys | 3:06 | |
| When You Stopped Loving Me, So Did I | James Hand | 3:12 | |
| The Train That Carried My Girl From Town | The Earls Of Leicester | 2:46 | |