| Bag of Weed - Live Session, Nashville, TN, 2019 | Jam in the Van, Grayson Capps | 5:41 | |
| Washboard Lisa | Grayson Capps | 3:58 | |
| Birmingham Jail | Chatham County Line | 4:17 | |
| Blackland Farmer | Hard Working Americans | 7:37 | |
| I Still Sing the Old Songs | David Allan Coe | 3:41 | |
| Pancho & Lefty | Jason Isbell, Elizabeth Cook | 4:53 | |
| Nowhere In No Time | Eilen Jewell | 3:12 | |
| Black Dog | Blue Mountain | 2:34 | |
| Last Red Dawn | Lincoln Durham | 3:10 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Kansas City | Otis Gibbs | 3:45 | |
| I'm the Loneliest Man I Ever Met | Kinky Friedman | 2:48 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Bayou Tortue | James McMurtry | 4:25 | |
| Ellis County | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:51 | |
| Lazarus | Ray Wylie Hubbard | 3:12 | |
| Harley Davidson | Grayson Capps | 7:13 | |
| Sallisaw Blue | John Moreland | 3:57 | |
| The Bowery | The White Buffalo | 3:26 | |
| Lost In The Backyard | James McMurtry | 4:11 | |
| Just a Shell of a... | Hellbound Glory | 3:04 | |
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| Down South in New Orleans | Buddy Miller, Jim Lauderdale | 2:58 | |
| Henry Nearly Killed Me (It's a Shame) | Ray LaMontagne | 4:22 | |
| You Can't Save Everybody (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:12 | |
| Series of Closin' Doors | Gurf Morlix | 4:33 | |
| What They Say | Chris Smither | 2:46 | |
| John The Dagger | Grayson Capps | 3:25 | |
| Sugar and Riley | Ray Bonneville | 3:34 | |
| Fell Off the Wagon | Joseph Huber | 3:42 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| I'm Going to Work On Maggie's Farm Forever | Goodnight, Texas | 4:22 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| 10,000 Candles | Roger Alan Wade | 2:02 | |
| Coming Down From You | Joseph Huber | 4:33 | |
| Sin in Indiana | Scott Miller & The Commonwealth | 2:12 | |
| Graveyard | Grayson Capps | 3:28 | |
| My Ol' Radio | Malcolm Holcombe | 2:33 | |
| The Train That Carried My Gal from Town | Buddy Miller, Jim Lauderdale | 3:54 | |
| Walk Of Shame | Truckstop Honeymoon | 2:52 | |
| Bad Bad Girl | Jimmy LaFave | 4:45 | |
| You'll Never Leave Harlan Alive | Dave Alvin | 5:51 | |
| Maybe I Missed The Point | Jeff Bridges | 3:31 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| King Of California | Dave Alvin | 4:50 | |
| Wide Open Road | The Little Willies | 2:31 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| The Ghost Of Johnny Cash | Shawn Mullins | 4:26 | |
| Little Birds | Levon Helm | 4:41 | |