| I Love You Too | Gill Landry | 4:15 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Where Is My Home | Forest Sun | 4:05 | |
| Beat the Drum | Eilen Jewell | 3:13 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Coast | Eliza Gilkyson | 3:25 | |
| I Was Drunk | Alejandro Escovedo | 4:53 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Do It | Jesse Winchester | 1:27 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Anyhow | Kelsey Waldon | 2:58 | |
| After the Rain | Chuck Prophet | 3:35 | |
| The Truth | Jason Isbell and the 400 Unit, Adia Victoria | 3:32 | |
| Cotton And The Cane | Amy Helm | 4:10 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| Fading Memory | Eilen Jewell | 3:43 | |
| Don't Cry Love | Robyn Ludwick, Ray Wylie Hubbard | 4:50 | |
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| Sailin' On Through | Terry Allen, The Panhandle Mystery Band | 4:03 | |
| Down into Mexico | Delbert McClinton | 4:35 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Rocks into Sand | Bill Kirchen | 3:26 | |
| Between the Dirt and the Stars | Mary Chapin Carpenter | 7:43 | |
| Crimson Underground ft. Rodney Crowell | Lera Lynn, Rodney Crowell | 3:08 | |
| The Traveling Kind | Emmylou Harris, Rodney Crowell | 3:40 | |
| Desert Dove | Michaela Anne | 4:41 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Life is Fine | Tom Rush | 3:39 | |
| Smokin' 100's Alone | The Bottle Rockets | 3:15 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Millionaire | Kevin Welch | 3:59 | |
| Willie and Nilli | Chuck Prophet | 3:48 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Still Learning How to Fly | Rodney Crowell | 4:12 | |
| Anna Lee | Mike Campbell & The Dirty Knobs | 3:43 | |
| Can't Find My Way Home - Bonus Track | Rosie Flores | 4:12 | |
| The Dream | Lori McKenna | 4:29 | |
| In Times of Cold | Ray Wylie Hubbard | 4:15 | |
| Loving You Is The Only Way To Fly | Rodney Crowell | 3:27 | |
| The Way You Say Goodbye | Lukas Nelson and Promise of the Real | 2:19 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| Growing Trade | Levon Helm | 4:22 | |
| It Doesn't Hurt Right Now | Jewel, Rodney Crowell | 4:34 | |