| Hero | Sturgill Simpson | 3:04 | ||
| Tearing the House Down | Keith Sykes | 3:24 | ||
| Moondog | Joseph Huber | 3:22 | ||
| Angel's Blue Eyes | Tim O'Brien, Darrell Scott | 3:31 | ||
| Laid Back Country Picker | Waylon Jennings | 3:13 | ||
| Loretta | Luke Bell | 3:58 | ||
| Methadone Blues | Elizabeth Cook | 3:43 | ||
| Tulsa Turnaround | Goose Creek Symphony | 2:46 | ||
| California Highway | Jesse Daniel | 3:06 | ||
| Riding That Train | Zephaniah OHora | 3:16 | ||
| Me and Big Dave | Colter Wall | 4:04 | ||
| Train to Dixie | Keith Sykes | 3:48 | ||
| Driving Nails in my Coffin | Ramblin' Jack Elliott | 1:54 | ||
| The Rooster And The Hen | Emily Nenni | 3:24 | ||
| I Ain't Looking for the Answers Anymore | Tompall Glaser | 2:18 | ||
| Red Bandanna Blues | Adam Carroll | 4:00 | ||
| Meat Off the Bone | The Gourds | 3:46 | ||
| In My Cups | Western Centuries | 3:02 | ||
| Louise | The Deslondes, Dan Cutler | 3:17 | ||
| $13 Beers | Chicago Farmer | 3:17 | ||
| Philosophers and Fools | Western Centuries | 3:12 | ||
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| Canyon | Emily Nenni | 3:02 | ||
| South Dakota | James McMurtry | 5:03 | ||
| East Texas Rust | Shinyribs | 3:46 | ||
| Low in the Mountains | Adam Carroll | 2:21 | ||
| Ragtime Troubles | Luke Bell | 2:42 | ||
| They Know My Name | Pat Reedy | 3:05 | ||
| Texas Moon | Vincent Neil Emerson | 3:25 | ||
| Ride Me Down Easy | Waylon Jennings | 2:39 | ||
| Every Kind Of Music But Country | Robbie Fulks | 2:18 | ||
| Texas Tears | Terry Allen, The Panhandle Mystery Band | 4:11 | ||
| Sing A Song | Gus Clark & the Least of His Problems | 3:25 | ||
| Sadder Day | Western Centuries | 4:30 | ||
| Welcome to Earth (Pollywog) | Sturgill Simpson | 4:41 | ||
| Perfect Timing | Drive-By Truckers | 2:57 | ||
| JP's Florida Blues #1 | JP Harris | 3:06 | ||
| Talking to a Stranger (with Rodney Crowell) | Keith Sykes, Rodney Crowell | 3:00 | ||
| If the Shoe Fits | John Fullbright | 2:31 | ||
| The Winner | Kris Kristofferson | 4:58 | ||
| Fool Me Once | Lukas Nelson and Promise of the Real, Lucius | 3:50 | ||
| Imagining Raindrops | Logan Ledger | 3:20 | ||
| No More Buffalo | James McMurtry | 7:19 | ||
| Get Your Biscuits In The Oven And Your Buns In Bed | Kinky Friedman | 2:28 | ||
| Broke Down | Slaid Cleaves | 3:10 | ||
| Hills of Old Juarez | Tom Russell | 4:01 | ||
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | ||
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | ||
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | ||
| Head South | Darrell Scott | 2:21 | ||
