| For the First Time I'm Starting to Think About My Age | Croy and the Boys | 2:50 | |
| Time After All | Sturgill Simpson | 2:14 | |
| Dirty Old Town | Kelsey Waldon | 2:41 | |
| Rice Birds | Adam Carroll | 4:42 | |
| Barrio | Mike and the Moonpies | 3:09 | |
| Since You've Been Gone, I've Been Doin' Wrong | Ellis Bullard | 3:22 | |
| Hobo Cartoon | Sturgill Simpson | 2:32 | |
| I Got You (At the End of the Century) | Chatham County Line | 2:44 | |
| Every Time It's Raining | Western Centuries | 3:20 | |
| The Biggest Life Worth Living Is the Small | Summer Dean | 3:23 | |
| Cold Cold Wind | Jeremy Pinnell | 4:12 | |
| Junk Town | Ian Noe | 4:21 | |
| Waiting | Timbo | 3:12 | |
| Make It Back Home | Pat Reedy | 2:34 | |
| One in the Saddle, One on the Ground | Sturgill Simpson | 3:15 | |
| Too High | James McCann | 2:23 | |
| Wild Birds | Western Centuries | 4:25 | |
| Same Blood as Mine | The Deslondes, Riley Downing, Sam Doores | 3:28 | |
| Red Eyes | John R. Miller | 3:27 | |
| I'd Jump the Mississippi | Caleb Klauder, Reeb Willms | 2:51 | |
| Hurricane Season | Darrin Hacquard | 8:05 | |
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| Lifeblood Sold | Western Centuries | 3:53 | |
| California Song | Jerry Jeff Walker | 4:26 | |
| It's Not so Easy Today | Zephaniah OHora | 3:18 | |
| Drivin' | Robert Ellis | 2:46 | |
| The Great Pretender | Luke Bell | 4:08 | |
| I Like Austin, But I Love San Antone | Garrett T. Capps | 3:10 | |
| That Was Then | Pat Reedy | 2:21 | |
| Wherever You Go | Dee White | 3:20 | |
| A Young Felon Dates an Old Woman | Ian Noe | 3:14 | |
| Rock Salt | Western Centuries | 3:33 | |
| Sick, Sober and Sorry | Gus Clark & the Least of His Problems | 3:02 | |
| Voices | Sturgill Simpson | 2:47 | |
| She's Always Around | Arlo McKinley | 3:31 | |
| Queen of The Clowns | Summer Dean | 3:10 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| Trans-Am | Croy and the Boys | 2:46 | |
| Chasing Numbers | Ellis Bullard | 2:01 | |
| Hurt All Over | Emily Nenni | 3:33 | |
| Mighty Lonesome Man | James Hand | 2:31 | |
| If Tommy Duncan's Voice Was Booze | Brennen Leigh, Asleep At The Wheel | 3:16 | |
| Mexican Cowboy | Willie Watson | 3:53 | |
| Ride On | David Quinn | 2:46 | |
| Pills, Jesus, And War | Nick Dittmeier, The Sawdusters | 3:20 | |
| Miss'ippi | Nick Shoulders | 3:23 | |
| Silver & Gold | Sam Doores, Riley Downing, The Tumbleweeds | 2:22 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Let The Mermaids Flirt With Me | Logan Ledger | 4:26 | |
| River Of Fools | Logan Ledger | 3:11 | |
