| Going Down The Road Feeling Bad | Doc & Merle Watson | 2:46 | |
| Say You Lied | Amazing Rhythm Aces | 2:17 | |
| Steel Rail Blues | Gordon Lightfoot | 2:49 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Memories | Swamp Dogg, John Prine | 4:47 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Katie | Fred Eaglesmith | 3:42 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Hallelujah Shine | The Gourds | 3:36 | |
| Clay Pigeons | Blaze Foley | 4:15 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Crescent City | Lucinda Williams | 3:01 | |
| Early Morning Riser | Pure Prairie League | 5:06 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Origin Of Species | Chris Smither | 3:05 | |
| Far from Me | John Prine | 5:09 | |
| Irene | Ian Noe | 3:53 | |
| Come Early Mornin’ | Buddy Miller, Jill Andrews | 2:33 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Don't Think Twice It's All Right | Jerry Reed | 2:41 | |
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| Fly Eagle Fly | The Marshall Tucker Band | 4:25 | |
| Lake Marie | John Prine | 6:00 | |
| Freight Train | Fred Eaglesmith | 2:47 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Hobo's Lullaby | Arlo Guthrie | 3:57 | |
| Smokin' 100's Alone | The Bottle Rockets | 3:15 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| Carryin' on This Way | Dale Watson | 3:46 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Gimme a Ride to Heaven Boy | Terry Allen, The Panhandle Mystery Band | 4:59 | |
| Sweet Is the Melody | Iris DeMent | 3:41 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| The Carolinian | Chatham County Line | 3:59 | |
| Peach Pickin' | The Black Lillies | 4:00 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Childish Things | James McMurtry | 4:35 | |
| Mohammed's Radio | Warren Zevon | 3:43 | |
| Hold On I | Chris Smither | 4:03 | |
| Walkin' Down The Road | The Ozark Mountain Daredevils | 3:26 | |
| Are You Sure Hank Done It This Time | Leftover Salmon | 3:40 | |
| Long Black Veil - Remastered | The Band | 3:01 | |
| I Can't Get You Off Of My Mind | Bob Dylan | 2:55 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| Standing On The Rock | The Ozark Mountain Daredevils | 3:54 | |
| Fly Away Home | The Ozark Mountain Daredevils | 2:51 | |
| Lonesome Blues | Shooter Jennings | 3:59 | |
| Country Girl | The Ozark Mountain Daredevils | 3:17 | |
| Monster Truck | Ramsay Midwood | 3:30 | |