| Memories | Swamp Dogg, John Prine | 4:47 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Hands of Time | Margo Price | 6:09 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| From the Bottle to the Bottom | Kris Kristofferson | 2:57 | |
| The Ballad of Dale and Ray | Dale Watson, Ray Benson | 3:45 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Mental Cruelty (feat. Kacey Musgraves) | John Prine, Kacey Musgraves | 2:23 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Lower 48 | The Gourds | 4:31 | |
| The Things We Call Home | Amanda Anne Platt & the Honeycutters | 2:38 | |
| Black Rose | Shannon McNally, Buddy Miller | 3:03 | |
| Our Town | Iris DeMent | 5:00 | |
| Keep the Home Fires Burnin' | Sarah Shook & the Disarmers | 3:03 | |
| Bear Creek Blues | John Prine | 4:45 | |
| A Little Light | Sturgill Simpson | 1:39 | |
| Hurricanes and Hand Grenades | Jason Isbell | 5:11 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Loretta | Luke Bell | 3:58 | |
| We Could (feat. Iris DeMent) | John Prine, Iris DeMent | 2:17 | |
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| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| Sitting On Top Of the World | Doc Watson | 3:45 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| I Don't Like Half The Folks I Love | Paul Thorn | 4:24 | |
| Wait A Minute | The Seldom Scene | 3:35 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Way Down in My Soul | Zephaniah OHora | 3:11 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Borderline | Tommy Emmanuel, Amanda Shires | 5:18 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Peach Pickin' | The Black Lillies | 4:00 | |
| What They Say | Chris Smither | 2:46 | |
| Everything's Gonna Be Alright | Paul Thorn | 4:44 | |
| All Blue | Luke Bell | 3:21 | |
| Still Fighting the War | Slaid Cleaves | 2:56 | |
| Motel Time Again | Johnny Paycheck | 2:17 | |
| Flatland Farmer | Terry Allen | 4:18 | |
| I Sang The Song | Mac Wiseman, John Prine, Peter Cooper, Thomm Jutz | 3:35 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Willin' | Little Feat | 2:54 | |
| Walk On Boy | Doc Watson | 3:23 | |
| Ballad Of Spider John | Willis Alan Ramsey | 4:18 | |