| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Last Of My Kind | Jason Isbell and the 400 Unit | 4:22 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Jesus & Elvis | Greg Brown | 3:38 | |
| Fire on the Mountain | The Marshall Tucker Band | 3:56 | |
| That's the Way That the World Goes 'Round | John Prine | 3:20 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| Texas Love Song | Slaid Cleaves | 3:03 | |
| Hope The High Road | Jason Isbell and the 400 Unit | 3:03 | |
| Paradise | John Prine | 3:15 | |
| Old and in the Way | Old & In The Way | 2:57 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Silver and Gold | Trampled by Turtles | 2:47 | |
| Lower 48 | The Gourds | 4:31 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Chaos And Clothes | Jason Isbell and the 400 Unit | 3:34 | |
| Yes I Guess They Oughta Name a Drink After You | John Prine | 2:10 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| People Get Old | Lori McKenna | 3:42 | |
| Memories | Swamp Dogg, John Prine | 4:47 | |
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| Night Train to Memphis | Charley Crockett | 2:19 | |
| I Don't Work in a Bank | Joe Pug | 1:35 | |
| Illegal Smile | John Prine | 3:13 | |
| Border Palace | Terry Allen | 1:48 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| My Sweet Annette | Drive-By Truckers | 3:51 | |
| Dear John (I Sent Your Saddle Home) | John Prine | 2:25 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Alabama Pines | Jason Isbell and the 400 Unit | 3:51 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Mexican Cowboy | Willie Watson | 3:53 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| She Is My Everything | John Prine | 4:25 | |
| Manhattan Island Serenade | Vincent Neil Emerson | 2:41 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Hickory Wind - Alternate Version | Gram Parsons | 4:15 | |
| Barn Burning | Dave Alvin | 4:01 | |
| Everything's The Same | Billy Strings | 2:54 | |
| Groovy Little Things | Ted Hawkins | 3:29 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| When I Paint My Masterpiece - Remastered | The Band | 4:18 | |
| (Iām Gonna Get Over This) Some Day | Logan Ledger | 2:52 | |
| Excuse Me While I Break My Own Heart Tonight - Faithless Street Album Version | Whiskeytown | 3:20 | |
| Two More Bottles Of Wine | Delbert McClinton | 3:01 | |
| Amtrak Crescent | Scott Miller | 4:41 | |