| Got Your Six | Mary Gauthier | 2:38 | |
| Carl Perkins' Cadillac | Drive-By Truckers | 5:26 | |
| Come Cryin' to Me | The Jayhawks | 3:41 | |
| Bad Bad Girl | Jimmy LaFave | 4:45 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| Jukebox | The Honeycutters | 4:36 | |
| Last train to Memphis | The Band | 4:01 | |
| Coldwater | Steve Azar | 4:07 | |
| The Good Fight | Timothy B. Schmit, Sheryl Crow | 7:55 | |
| Cover Me Up - Live | Mike Cooley, Patterson Hood, Jason Isbell | 5:20 | |
| Are You Sure Hank Done It This Way | The Mavericks | 3:55 | |
| Uncommon Connection | John Hiatt & The Goners | 4:11 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| Dandelion | Trigger Hippy | 4:10 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| Prayer For Love | The Kenneth Brian Band, Jason Isbell | 4:29 | |
| Bad Time To Be An Outlaw | The Bottle Rockets | 3:13 | |
| Rosalita (Come Out Tonight) (feat. John Popper) | Big Head Todd, The Monsters, John Popper | 6:57 | |
| Come Tumblin' Down | Colin Hay | 3:59 | |
| Big Love | Little Village | 6:25 | |
| Decoration Day | Drive-By Truckers | 5:47 | |
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| Won't Change The World | Barney Bentall, Jim Cuddy | 4:47 | |
| We Are the Lonely | John Prine | 4:28 | |
| Standin' On The Porch | Cordovas | 2:42 | |
| I Ain't Easy to Love | Candi Staton | 3:36 | |
| Big Bright Light | The National Reserve | 3:48 | |
| Maybe California | Neal Casal | 4:34 | |
| Glorious Day | Jim Cuddy | 5:06 | |
| Why You Been Gone so Long | Gretchen Peters | 3:53 | |
| Roots And Wings | The Wallflowers | 3:54 | |
| Ain't Hurtin' Nobody | John Prine | 5:01 | |
| The Times They Are A-Changin' (feat. Rosanne Cash, Steve Earle, Jason Isbell & The War and Treaty) | Nitty Gritty Dirt Band, Rosanne Cash, Steve Earle, Jason Isbell, The War And Treaty | 3:44 | |
| Bad Seed | Bonnie Bishop | 3:36 | |
| Yet to Be (feat. Jason Isbell) | Rhiannon Giddens, Jason Isbell | 3:39 | |
| Bear Creek Blues | John Prine | 4:45 | |
| Easy Street | Larkin Poe | 2:17 | |
| You Can Sleep While I Drive | Melissa Etheridge | 3:15 | |
| Tell Me When It’s Over | Sheryl Crow, Chris Stapleton | 4:56 | |
| All You Can Do | Tedeschi Trucks Band | 3:15 | |
| You Gotta Sin To Be Saved | Maria McKee | 5:52 | |
| Willin’ | Gregg Allman | 3:36 | |
| Superstar | Sheryl Crow | 4:57 | |
| You Make My Heart Beat Too Fast | Buddy & Julie Miller | 3:12 | |
| Twinkle Twinkle | Margo Price | 3:31 | |
| Everything Is Broken - Live from the Ryman/2019 | Sheryl Crow, Jason Isbell | 4:24 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| To The River | John Mellencamp | 3:35 | |
| What I Can Do For You | Sheryl Crow | 4:15 | |
| Letting Me Down | Margo Price | 3:14 | |
