| I Don't Really Want to Talk to You | Dan Reeder | 2:38 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Happy in Hindsight | Jonny Fritz | 3:30 | |
| The Heart You Left Behind | The Flatlanders | 2:52 | |
| Six White Horses | Tommy Cash | 2:50 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Rendezvous USA | Terry Allen | 2:45 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Played the Game Too Long | Billy Joe Shaver | 3:23 | |
| I Don't Care - Remastered | Justin Townes Earle | 1:55 | |
| I Know You - Live | The Flatlanders | 2:47 | |
| Poor Boy Blues | Wayne Hancock | 2:20 | |
| All over Now | Woody Pines | 3:05 | |
| Cigarettes | Josh Okeefe | 2:06 | |
| Lubbock Woman | Terry Allen | 3:36 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Start It Over | Riley Downing | 3:24 | |
| Broomstraw Philosophers and Scuppernong Wine | Larry Jon Wilson | 3:12 | |
| Bloody Mary Morning | Kinky Friedman | 3:08 | |
| Down Drinking at the Bar | Loudon Wainwright III | 3:57 | |
| I Still Miss Someone | John Doe, The Sadies | 2:19 | |
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| Ruby - Are You Mad at Your Man | The Osborne Brothers | 3:01 | |
| Free the Wind | The Flatlanders | 3:08 | |
| Wouldn't You Believe It - Remastered | Arlo Guthrie | 3:22 | |
| A.M. World | Loudon Wainwright III | 2:31 | |
| Runaway Train - GemsOnVHS Field Recording | Josh Okeefe, GemsOnVHS | 3:01 | |
| Black Rose | Billy Joe Shaver | 2:44 | |
| Low Down & Lonesome | Sam Doores, Riley Downing, The Tumbleweeds | 2:03 | |
| Those Were (Could've Been) the Days | The Deslondes | 2:29 | |
| Oklahoma Hills - Remastered | Arlo Guthrie | 3:27 | |
| Little Joe, The Wrangler | Cisco Houston | 2:41 | |
| Going Steady | Michael Hurley | 2:06 | |
| My Old Drunk Friend | Freakwater | 3:33 | |
| No Mama Blues | The Lostines | 3:20 | |
| The Fugitive's Lament | The Delmore Brothers | 2:43 | |
| Election Day | Blaze Foley & the Beaver Valley Boys | 2:13 | |
| Train Of Life - Single Version | Roger Miller | 2:03 | |
| She's My Rock | Stoney Edwards | 2:24 | |
| I Wish You Knew | The Louvin Brothers | 2:27 | |
| Swiss Cottage Place | Roger Miller | 3:26 | |
| She Had Everything | Jimmie Dale Gilmore, The Flatlanders | 2:10 | |
| Satin Sheets | Willis Alan Ramsey | 2:39 | |
| Sold American | Kinky Friedman | 3:17 | |
| Bhagavan Decreed | Jimmie Dale Gilmore, The Flatlanders | 2:48 | |
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | |
| Cash On The Barrel Head | The Louvin Brothers | 2:41 | |
| Waiting for a Train | Jimmie Dale Gilmore, The Flatlanders | 2:33 | |
| Hello Stranger | Hazel Dickens, Alice Gerrard | 3:12 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |