| A Little Light | Sturgill Simpson | 1:39 | |
| Gimme a Ride to Heaven Boy | Terry Allen, The Panhandle Mystery Band | 4:59 | |
| Anytime | Arlo Guthrie | 1:50 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Over the Red Cedar | Charlie Parr | 4:19 | |
| Knockin' on Your Screen Door | John Prine | 2:19 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| Amie | Pure Prairie League | 4:19 | |
| Honky Red | Murray McLauchlan | 3:58 | |
| Picture Show | John Prine | 3:22 | |
| Oval Room | Blaze Foley | 4:04 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Waltz About Whiskey | Watchhouse | 3:46 | |
| Take Me to Lake Charles | Shinyribs | 3:16 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Snake Farm | Ray Wylie Hubbard | 3:53 | |
| She Is My Everything | John Prine | 4:25 | |
| Two Trains | Little Feat | 3:07 | |
| Dead Flowers | The Brothers Comatose | 5:08 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| In Spite of Ourselves (feat. Iris DeMent) | John Prine, Iris DeMent | 3:33 | |
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| Mexican Cowboy | Willie Watson | 3:53 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| How I Got To Memphis | The V-Roys | 4:38 | |
| I'm Just an Old Chunk of Coal (But I'm Gonna Be a Diamond Someday) | Billy Joe Shaver | 2:01 | |
| 'til The End Of The World Rolls 'round | Old & In The Way | 2:14 | |
| Silver and Gold | Trampled by Turtles | 2:47 | |
| I Sang The Song | Mac Wiseman, John Prine, Peter Cooper, Thomm Jutz | 3:35 | |
| Corinna - From "The Natch'l Blues" | Taj Mahal | 3:02 | |
| Shanty | Jonathan Edwards | 2:35 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| Black Rose | Billy Joe Shaver | 2:44 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Dublin Blues | Guy Clark | 4:19 | |
| Accidentally Like a Martyr | Warren Zevon | 3:06 | |
| Rudee Down in New Orleans | Blaze Foley | 2:07 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Car Wheels On A Gravel Road | Lucinda Williams | 4:44 | |
| Willin' | Linda Ronstadt | 3:02 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Know It All | Billy Strings | 3:25 | |
| Suckin' A Big Bottle Of Gin - 2022 Remaster | Joe Ely | 3:14 | |
| Far Away Eyes - Remastered | The Rolling Stones | 4:23 | |
| It Probably Always Will | The Ozark Mountain Daredevils | 3:13 | |
| Watch It Fall | Billy Strings | 4:36 | |
| To Live Is To Fly | Townes Van Zandt | 3:15 | |
| Buck Naked | Terry Allen | 3:14 | |
| Geraldine And The Honeybee | Willis Alan Ramsey | 2:19 | |