| Last Of My Kind | Jason Isbell and the 400 Unit | 4:22 | |
| Saturday Satan Sunday Saint | Charley Crockett | 2:45 | |
| Our Town | Iris DeMent | 5:00 | |
| The Great Compromise | John Prine | 4:56 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| Silver and Gold | Trampled by Turtles | 2:47 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Desert Skies | The Marshall Tucker Band | 6:23 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Uneasy Rider | The Charlie Daniels Band | 5:18 | |
| Let The Waters Rise - Remastered | Justin Townes Earle | 2:42 | |
| She Is My Everything | John Prine | 4:25 | |
| Watch Me Fall | Uncle Tupelo | 2:12 | |
| There Oughta Be a Law Against Sunny Southern California (Jabo I, II, III) | Terry Allen | 4:29 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| Memories | Swamp Dogg, John Prine | 4:47 | |
| Rather Low | Nick Shoulders | 3:00 | |
| Walk On Boy | Billy Strings, Don Julin | 3:41 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Those Were (Could've Been) the Days | The Deslondes | 2:29 | |
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| How Lucky | Kurt Vile, John Prine | 3:23 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| Shenandoah | Trampled by Turtles | 4:19 | |
| L.A. County | Lyle Lovett | 3:19 | |
| Can't Hardly Wait | Justin Townes Earle | 2:48 | |
| Dixie Chicken | Little Feat | 3:59 | |
| Steel Rail Blues | Gordon Lightfoot | 2:49 | |
| Shanty | Jonathan Edwards | 2:35 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| I Was Drunk | Alejandro Escovedo | 4:53 | |
| Pretty Good | John Prine | 3:36 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Border Palace | Terry Allen | 1:48 | |
| Accidentally Like a Martyr | Warren Zevon | 3:06 | |
| Thunderstorms and Neon Signs | Wayne Hancock | 3:42 | |
| Big Cheeseburgers & Good French Fries | Blaze Foley | 2:14 | |
| Anyhow, I Love You | Guy Clark | 3:54 | |
| How Can I Miss You When You Won't Go Away | Dan Hicks & His Hot Licks | 2:39 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| These Days | Gregg Allman | 3:57 | |
| Ophelia - Remastered 2000 | The Band | 3:32 | |
| Seeds And Stems (Again) | Commander Cody and His Lost Planet Airmen | 3:49 | |
| Hog Of The Forsaken | Michael Hurley | 3:35 | |
| The Night They Drove Old Dixie Down | The Band | 3:31 | |
| Beaumont | Hayes Carll | 3:27 | |
| Watch It Fall | Billy Strings | 4:36 | |
| Willin' | Linda Ronstadt | 3:02 | |
| Long Gone Lonesome Blues | Hank Williams, Drifting Cowboys | 2:39 | |