| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Santa Ana Winds | Waylon Payne | 4:16 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | |
| Do It | Jesse Winchester | 1:27 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Hideaway Girl | Jimmy LaFave | 4:22 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Jesus, The Missing Years | John Prine | 5:57 | |
| Missin' You | Little Feat | 2:21 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Beg Steal or Borrow (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:32 | |
| That's the Way That the World Goes 'Round | John Prine | 3:20 | |
| Don't Think Twice, It's Alright | Drew Holcomb & The Neighbors | 4:39 | |
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| Long Time Comin' | John Hiatt | 4:12 | |
| Walkin’ Back to Georgia | Jim Croce | 2:51 | |
| Knockin' on Your Screen Door | John Prine | 2:19 | |
| Merely Avoiding | Greensky Bluegrass | 3:27 | |
| Wasted and Rollin' | Amanda Shires | 3:52 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Silver Lining | Carl Anderson | 2:30 | |
| Picture Show | John Prine | 3:22 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Lost in This Canyon | The Two Tracks | 4:34 | |
| Off the Shelf | Western Centuries | 5:47 | |
| Let the Mystery Be | Iris DeMent | 2:46 | |
| Egg & Daughter Nite, Lincoln Nebraska, 1967 (Crazy Bone) | John Prine | 4:05 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| In My Hour of Darkness - 2002 Remaster | Gram Parsons | 3:49 | |
| Willin' | Little Feat | 2:54 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |
| The Lowlands | Nitty Gritty Dirt Band, Jamie Hanna, Jonathan McEuen | 3:50 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| I Feel The Blues Moving In | Slaid Cleaves | 4:08 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| Blue | The Jayhawks | 3:09 | |