| Midnight Train | David Rawlings | 3:18 | |
| Just Between You and Me | Daniel Romano | 3:39 | |
| Sometimes | Luke Bell | 4:07 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| If I Need You | Karl Blau | 3:54 | |
| Irene | Ian Noe | 3:53 | |
| Louise | The Deslondes | 3:17 | |
| You Cared Enough to Lie | Eilen Jewell | 2:47 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Plastic Bouquet | Kacy & Clayton, Marlon Williams | 2:57 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Today I Started Loving You Again | Eli "Paperboy" Reed, Sabine McCalla | 2:36 | |
| Livin' in the Woods in a Tree | Blaze Foley | 2:09 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Katie | Fred Eaglesmith | 3:42 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| My Old Chevy Van | Melissa Carper | 3:19 | |
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| Not the Only One | The Cactus Blossoms | 2:20 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Ghost Repeater | Jeffrey Foucault | 5:10 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Wake Me in Wyoming | Whitney Rose | 3:26 | |
| Wild Women | Margo Price | 2:57 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| You Got to Me | James McMurtry | 5:23 | |
| All The Way Under The Hill | Daniel Romano | 2:55 | |
| Sick, Sad, and Lonesome | Caleb Klauder | 3:26 | |
| See It Through | The Cactus Blossoms | 3:59 | |
| Back When | Melissa Carper | 3:38 | |
| Please Don't Say Goodbye | Marty Stuart And His Fabulous Superlatives | 2:48 | |
| Out on the Rise | The Deslondes | 5:11 | |
| These Things I've Come to Know | James McMurtry | 3:18 | |
| Tennessee Song | Margo Price | 4:40 | |
| Please Don't Call Me Crazy | The Cactus Blossoms | 3:06 | |
| If This Is Just a Game | Emily Nenni | 3:44 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| One's On The Way (feat. Margo Price) | Loretta Lynn, Margo Price | 2:41 | |
| Old Maid's Draw | Riddy Arman | 3:13 | |
| Running on Empty | Kassi Valazza | 3:58 | |
| Crash on the Highway | Hurray For The Riff Raff | 2:45 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Sad | Carson McHone | 3:45 | |
| I've Been Gone | Zoe Muth and the Lost High Rollers | 4:28 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| The Winner | Kris Kristofferson | 4:58 | |