| Burden of Freedom | Kris Kristofferson | 3:21 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Ruby - Are You Mad at Your Man | The Osborne Brothers | 3:01 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Good Time Charlie's Got the Blues | Danny O'Keefe | 3:00 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Broken Freedom Song | Kris Kristofferson | 5:23 | |
| California Okie | Commander Cody and His Lost Planet Airmen | 2:48 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Burning Still | Bob Childers | 2:56 | |
| Rotten Alabama | Ramsay Midwood | 3:51 | |
| Black & Blue | Zephaniah OHora | 3:10 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Self Destructive Zones | Drive-By Truckers | 4:12 | |
| High Class City Girl from the Country | Zephaniah OHora | 3:42 | |
| Story of You | The Flatlanders | 2:00 | |
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| Broomstraw Philosophers and Scuppernong Wine | Larry Jon Wilson | 3:12 | |
| London Homesick Blues (Home With the Armadillo) | Gary P. Nunn | 6:03 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| Josie | Kris Kristofferson | 3:11 | |
| Bottle Let Me Down - 2003 Remaster | Emmylou Harris | 3:17 | |
| Tear Down the Grand Ole Opry | John Hartford | 3:28 | |
| Paid My Dues (feat. Jack Ingram) | Bruce Robison, Jack Ingram | 3:22 | |
| Errol's Song | Adam Carroll | 4:36 | |
| Tres Grand Serpent | The Deslondes | 2:40 | |
| I Do Believe I've Had Enough | Zephaniah OHora | 3:44 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Smokey Put the Sweat On Me | Kris Kristofferson | 3:08 | |
| Honky Tonk Stardust Cowboy | Jonathan Edwards | 3:33 | |
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Still Fighting the War | Slaid Cleaves | 2:56 | |
| An Old Greyhound | Hoyt Axton | 2:54 | |
| Gypsy Moth | Hoyt Axton | 3:15 | |
| Old Dance Floor | John R. Miller | 4:23 | |
| Rock Salt And Nails | Steve Young | 3:42 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Innocence Song | Cowboy | 1:56 | |
| Jealous Man | Hoyt Axton | 1:20 | |
| What Am I Doing Hangin' 'Round? - Remastered 2022 | Michael Martin Murphey | 2:31 | |
| Let The Mermaids Flirt With Me | Logan Ledger | 4:26 | |
| Spinnin' On This Rock | Ramsay Midwood | 4:30 | |