| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Wanna Do Something | Jeremy Pinnell | 2:50 | |
| I Was the One | The Modern Don Juans, David Childers | 2:35 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| L I V I N | Jaime Wyatt | 3:05 | |
| Running Out Of Hope, Arkansas | Brennen Leigh | 2:45 | |
| Tennessee | Sturgill Simpson | 3:14 | |
| Dear John (I Sent Your Saddle Home) | John Prine | 2:25 | |
| Dirty Old Town | Kelsey Waldon | 2:41 | |
| Every Time It's Raining | Western Centuries | 3:20 | |
| Washed-Up Rock Star Factory Blues | Corb Lund | 4:12 | |
| Hank Williams Lifestyle | Hellbound Glory | 2:52 | |
| I Can't Let Go (Even Though I Set You Free) | Zephaniah OHora | 3:32 | |
| Octavia Triangle | The Local Honeys | 4:24 | |
| Willie Nelson's Wall | Vincent Neil Emerson | 2:41 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Dynamite Kid | Western Centuries | 3:14 | |
| All American Singer | Zephaniah OHora | 3:57 | |
| I Like Austin, But I Love San Antone | Garrett T. Capps | 3:10 | |
| Texas Moon | Vincent Neil Emerson | 3:25 | |
| Long Way to Texas | Yarn | 3:00 | |
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| Hot Mouth Mama | Jason James | 2:33 | |
| If Tommy Duncan's Voice Was Booze | Brennen Leigh, Asleep At The Wheel | 3:16 | |
| JP's Florida Blues #1 | JP Harris | 3:06 | |
| Glad I'm Gone | The Steeldrivers | 3:01 | |
| New Tattoos | South Texas Tweek | 2:37 | |
| On a Slow Train Through Arkansas | Chuck Mead | 4:23 | |
| Porter Wagner (Aka The Silvertone Song) | Adam Carroll | 3:07 | |
| Hallelujah Shine | The Gourds | 3:36 | |
| Lucky I'm Alive | Pat Reedy | 3:13 | |
| I Do Believe I've Had Enough | Zephaniah OHora | 3:44 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| Everybody Wants to Go to Heaven | The Local Honeys | 4:03 | |
| Come Early Mornin’ | Buddy Miller, Jill Andrews | 2:33 | |
| Ragtime Troubles | Luke Bell | 2:42 | |
| Pills, Jesus, And War | Nick Dittmeier, The Sawdusters | 3:20 | |
| Water in a Well | Sturgill Simpson | 3:46 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| Give a Little Lovin' | JP Harris | 3:11 | |
| Knoxville Foxhole | The Brothers Comatose | 3:04 | |
| Mexican Cowboy | Willie Watson | 3:53 | |
| Ain't Nothing Wrong | Jeremy Pinnell | 2:53 | |
| The Highway Less Taken | Justin Wells | 3:22 | |
| Leaving Chattanooga | Wrinkle Neck Mules | 3:03 | |
| Verde River | Kassi Valazza | 4:24 | |
| (I’m Gonna Get Over This) Some Day | Logan Ledger | 2:52 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Water In The Fuel | Fred Eaglesmith | 5:21 | |
| Made In The Shade | Red Stick Ramblers | 2:31 | |
