| A New Love (Can Be Found) | Daniel Romano | 3:33 | |
| Woman (Sensuous Woman) | Karl Blau | 3:24 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Detroit City | John Doe, The Sadies | 2:55 | |
| Leave The Light On | Chris Smither | 3:47 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| What's the Matter with the Mill (feat. Pokey LaFarge) | Asleep At The Wheel, Pokey LaFarge | 3:06 | |
| My Old Drunk Friend | Freakwater | 3:33 | |
| Ramblin' Soul | Melissa Carper | 2:52 | |
| Paper Cowboy | Margo Price | 6:15 | |
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Winsome Smile | Chris Smither | 3:34 | |
| In My Cups | Western Centuries | 3:02 | |
| Ain't a Day Goes By | Melissa Carper | 3:32 | |
| Lost On The Desert | Marty Stuart And His Fabulous Superlatives | 2:34 | |
| This Time Last Night | Esther Rose | 3:59 | |
| Tell Me That It Isn't True | The Cactus Blossoms | 3:35 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
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| Road That Leads To You | Sarah Shook & the Disarmers | 2:36 | |
| Way Down in My Soul | Zephaniah OHora | 3:11 | |
| Hard On You | Daniel Romano | 3:27 | |
| South Dakota Wild One | The Deslondes | 3:23 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| The Ballad of Dale and Ray | Dale Watson, Ray Benson | 3:45 | |
| She Took A Lot Of Pills (And Died) | Robbie Fulks | 2:43 | |
| Willie Got There First (feat. Seth Avett & Scott Avett) | Asleep At The Wheel, Scott Avett, Seth Avett | 5:24 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Stars in My Life | The Flatlanders | 3:20 | |
| Fuck Up | Sarah Shook & the Disarmers | 3:21 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Vinyl Records | Todd Snider | 2:29 | |
| All The Way Under The Hill | Daniel Romano | 2:55 | |
| Counting All My Tears | Joshua Hedley | 3:15 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| Goodbye Summer | Jonny Fritz | 3:30 | |
| The Good Life | Justin Townes Earle | 2:47 | |
| Kristine | Joe Purdy | 3:54 | |
| One Red Rose | Iris DeMent | 3:07 | |
| I Could Almost Cry | The Cactus Blossoms | 3:26 | |
| Don't Say It | Margo Price | 2:44 | |
| Lost Highway | The Handsome Family | 2:59 | |
| Graceland | Justin Townes Earle | 3:14 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Verde River | Kassi Valazza | 4:24 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |