| For the First Time I'm Starting to Think About My Age | Croy and the Boys | 2:50 | ||
| All American Singer | Zephaniah OHora | 3:57 | ||
| Union Pacific | The Wooks | 2:53 | ||
| I'm Alright With This | Jeremy Pinnell | 3:59 | ||
| New Freedom Blues | Town Mountain | 4:25 | ||
| Katie | Fred Eaglesmith | 3:42 | ||
| Someday, Not Today | The Broken Spokes | 2:28 | ||
| Banded Clovis | Tyler Childers | 4:19 | ||
| Bloody Mary Morning | Vincent Neil Emerson | 2:49 | ||
| Still No Rain | Justin Wells | 3:21 | ||
| Dead Horses | The Local Honeys | 4:01 | ||
| Long Drives and Lonesome Mornings | Pat Reedy | 3:52 | ||
| Blue Jean Country Queen | Summer Dean | 2:48 | ||
| Letters on the Marquee | Vincent Neil Emerson | 3:18 | ||
| Good Lord Lorrie | Turnpike Troubadours | 5:01 | ||
| Loretta | Luke Bell | 3:58 | ||
| Fell Off the Wagon | Joseph Huber | 3:42 | ||
| Empty Yodel, No. 0 | Nick Shoulders | 2:27 | ||
| Hurt So Bad | Jaime Wyatt, Shooter Jennings | 3:49 | ||
| I'm Broke | Croy and the Boys | 2:52 | ||
| I Left My One Spot (Back at the 5 Spot) | Elijah Ocean | 3:00 | ||
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| Silver Valley | David Miner | 4:35 | ||
| Daddy's Cup | Drive-By Truckers | 5:53 | ||
| Texas Moon | Vincent Neil Emerson | 3:25 | ||
| Stray Dogs | Tennessee Jet | 3:35 | ||
| Jerry Lee | Josh Morningstar, Jaida Dreyer | 2:48 | ||
| Sins of the Father | Waylon Payne | 3:04 | ||
| Ragged but Alright | Hellbound Glory | 3:07 | ||
| Call Yourself My Man | Hannah Juanita | 3:56 | ||
| Indiana Line | Chicago Farmer | 3:51 | ||
| Teardrops on the Floor | Shawn Hess | 2:06 | ||
| After Party After Life | Lasers Lasers Birmingham | 3:07 | ||
| Bottles and Bibles | Tyler Childers | 5:30 | ||
| Useless | Emily Nenni | 3:09 | ||
| Back to Something | Croy and the Boys | 2:54 | ||
| Texas (Acoustic) | Jonathan Terrell | 3:51 | ||
| Seems Like Tears Ago | Jason James | 2:59 | ||
| Countryside | Charlie Marie | 3:08 | ||
| Hardly Feelings | Nick Shoulders | 2:58 | ||
| Single Wide Dreamer | Aaron Raitiere | 3:32 | ||
| Drinkin in the Morning | Trampled by Turtles | 3:45 | ||
| Dirty Old Town | Kelsey Waldon | 2:41 | ||
| Bob Fudge | Colter Wall | 5:23 | ||
| New Tattoos | South Texas Tweek | 2:37 | ||
| Songs My Mama Sang | Zephaniah OHora | 3:07 | ||
| Jimmy's Dead and Gone | JP Harris | 2:27 | ||
| Old Hickory | Old Crow Medicine Show | 5:09 | ||
| The Junkman | The Local Honeys | 2:39 | ||
| Starlight | Logan Ledger | 5:21 | ||
