| She Took A Lot Of Pills (And Died) | Robbie Fulks | 2:43 | |
| Carryin' on This Way | Dale Watson | 3:46 | |
| Fishin' Blues | Taj Mahal | 3:04 | |
| James River Blues | Old Crow Medicine Show | 3:06 | |
| Scooter Blues | Johnny Blue Skies, Sturgill Simpson | 3:37 | |
| Six White Horses | Tommy Cash | 2:50 | |
| The Free Mexican Airforce | Peter Rowan | 6:01 | |
| Rendezvous USA | Terry Allen | 2:45 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Songs My Mama Sang | Zephaniah OHora | 3:07 | |
| Holding | John Hartford | 1:49 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Willin' | Little Feat | 2:54 | |
| Colorado Cool-Aid | Johnny Paycheck | 3:37 | |
| That's a Lightnin' Lick ... | Anonymous | 1:34 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| I Been to Georgia on a Fast Train | Willie Nelson | 3:12 | |
| Daddy's Cup | Drive-By Truckers | 5:53 | |
| Gimme a Ride to Heaven Boy | Terry Allen, The Panhandle Mystery Band | 4:59 | |
| Ain't the Reaping Ever Done | Eddie Noack | 2:50 | |
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| Railroad Lady | Willie Nelson | 2:40 | |
| Motorcycle | Colter Wall | 2:17 | |
| Rabbit | Ray Wylie Hubbard | 3:14 | |
| Is Anybody Goin' to San Antone | Charley Pride | 2:13 | |
| Cowboys Are Frequently Secretly Fond Of Each Other | Orville Peck, Willie Nelson | 3:38 | |
| Trucker Speed | Fred Eaglesmith | 5:11 | |
| Black Diamond Strings | Guy Clark | 3:49 | |
| Don't Cuss the Fiddle - Remastered | Waylon Jennings, Willie Nelson | 3:03 | |
| $13 Beers | Chicago Farmer | 3:17 | |
| Thinkin' on a Woman | Colter Wall | 3:20 | |
| Lower 48 | The Gourds | 4:31 | |
| Steamboat Whistle Blues | John Hartford | 3:25 | |
| Sad Songs and Waltzes | Willie Nelson | 3:05 | |
| Long Game | Emily Nenni | 3:00 | |
| Let Him Roll | Guy Clark | 4:03 | |
| Funny How Time Slips Away | Glen Campbell, Willie Nelson | 3:32 | |
| I'm A Long Gone Daddy | Hank Williams, Drifting Cowboys | 2:52 | |
| I'm A Lonesome Fugitive - Remastered | Merle Haggard & The Strangers | 2:56 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
| Louisiana Woman, Mississippi Man | Conway Twitty, Loretta Lynn | 2:31 | |
| Bad Liver And A Broken Heart | Hayes Carll | 4:22 | |
| Everything's The Same | Billy Strings | 2:54 | |
| Long Journey Home | Billy Strings | 2:57 | |
| Hog Of The Forsaken | Michael Hurley | 3:35 | |
| Loser's Cocktail | Dick Curless | 2:32 | |
| Sinner | Aaron Lewis, Willie Nelson | 3:31 | |
| East Kentucky Home | The Steeldrivers | 2:39 | |
| Valley Road | James McMurtry | 4:45 | |