| Watch Me Fall | Uncle Tupelo | 2:12 | |
| Yes to Booty | Elizabeth Cook | 2:04 | |
| Leave the Lights On | John Prine | 3:28 | |
| All the Way to Jericho | The Gourds | 3:55 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Bend in the Water | Gordon Lightfoot | 3:00 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| This Love Is Real | John Prine | 3:18 | |
| Everything's Gonna Be Alright | Paul Thorn | 4:44 | |
| Out of the Snow - Remastered | Amazing Rhythm Aces | 3:37 | |
| I Don't Want to Lay This Guitar Down | Rusty Wier | 2:59 | |
| See You Later, I'm Gone | The Marshall Tucker Band | 3:08 | |
| Last train to Memphis | The Band | 4:01 | |
| Sweet Revenge | John Prine | 2:41 | |
| Accidentally Like a Martyr | Warren Zevon | 3:06 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| 4&20 Blues | Jeffrey Foucault | 2:58 | |
| Why Is My Day so Long | Donnie Fritts | 2:31 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
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| All Blue | Luke Bell | 3:21 | |
| Honky Red | Murray McLauchlan | 3:58 | |
| Truck Driving Man | New Riders of the Purple Sage | 6:24 | |
| On a Slow Train Through Arkansas | Chuck Mead | 4:23 | |
| Emma-Jean - Remastered | Amazing Rhythm Aces | 2:52 | |
| Drunk And Lonesome (Again) | Southern Culture on the Skids | 2:53 | |
| Oklahoma Hills - Remastered | Arlo Guthrie | 3:27 | |
| Tears Only Run One Way | Robbie Fulks | 2:49 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| The Ballad of Dale and Ray | Dale Watson, Ray Benson | 3:45 | |
| Grandpa Was a Carpenter | John Prine | 2:52 | |
| You Get It All | Hayes Carll | 3:08 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Little Italy Rag - Remastered | Amazing Rhythm Aces | 2:18 | |
| Painted Lady | Willis Alan Ramsey | 3:06 | |
| Devil's Lullaby | Slaid Cleaves | 2:45 | |
| Country Girl | The Ozark Mountain Daredevils | 3:17 | |
| An Old Greyhound | Hoyt Axton | 2:54 | |
| Crocodile Man | Chris Smither | 3:33 | |
| Sam Stone | Nathaniel Rateliff, John Prine | 4:17 | |
| Everything Is Broken | Tim O'Brien | 2:57 | |
| Cobblestone Mountain | The Ozark Mountain Daredevils | 2:24 | |
| I Can't Get You Off Of My Mind | Bob Dylan | 2:55 | |
| Standing On The Rock | The Ozark Mountain Daredevils | 3:54 | |
| Stupid Texas Song | Austin Lounge Lizards | 3:33 | |
| When The Morning Comes | Hoyt Axton | 3:31 | |