| Shame on the Moon | Rodney Crowell | 4:40 | |
| One Foot in the Grave | Kieran Kane, Rayna Gellert | 3:00 | |
| You'll Never Again Be Mine | Levon Helm | 3:09 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Hell Bent of a Heartache | Guy Clark | 3:34 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| China | Greg Brown | 4:19 | |
| Drivin' | Robert Ellis | 2:46 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| Adam's Song | Kimmie Rhodes, Rodney Crowell | 5:18 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Dream Café | Greg Brown | 5:57 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| South of the River | Ray Wylie Hubbard | 4:06 | |
| Our Town | Iris DeMent | 5:00 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Tulsa County - Single Version | Son Volt | 2:53 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
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| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | |
| The Last Thing On My Mind | Doc & Merle Watson | 3:22 | |
| Old Fires | Daniel Romano | 3:38 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| The Way I Should | Iris DeMent | 4:26 | |
| The Lonesome River (feat. Ralph Stanley) - with Ralph Stanley | Bob Dylan, Ralph Stanley | 3:03 | |
| Get A Better One | Chris Smither | 2:46 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| You've Never Seen Me Cry | The Flatlanders | 2:17 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| I Wouldn't Be Me Without You | Rodney Crowell | 3:28 | |
| Before I Go | John Hiatt | 3:34 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Six Volts | Fred Eaglesmith | 2:23 | |
| Grandma Loved That Old Man | Rodney Crowell | 3:43 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| All Just To Get To You | Joe Ely | 4:15 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Spookin' The Horses | Fred Eaglesmith | 4:07 | |
| Jealous Man | Hoyt Axton | 1:20 | |
| Ballad Of Spider John | Willis Alan Ramsey | 4:18 | |
| I Can't Get You Off Of My Mind | Bob Dylan | 2:55 | |