| New Madrid | Uncle Tupelo | 3:31 | |
| So Long, It's Been Good to Know Yuh (Dusty Old Dust) | Woody Guthrie | 3:44 | |
| Dear Doctor | Lee Harvey Osmond, Mary Guathier | 3:35 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Old Paint | Loudon Wainwright III | 3:48 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Down The Road | Eilen Jewell | 2:35 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Biloxi | Jesse Winchester | 3:19 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | |
| Mean Ol' Wind Died Down | Luther Dickinson | 4:00 | |
| The Coo Coo Bird | Steve Martin, Edie Brickell | 3:19 | |
| Mission | Joe Henry | 3:42 | |
| Bumble Bee | Peter Case | 3:34 | |
| A Robin or A Wren | Jeff Tweedy | 2:48 | |
| Sweet Virginia | Everest | 4:36 | |
| Fought the Blues and Won | The Deslondes, Riley Downing | 3:29 | |
| Gunpowder | Patty Griffin | 4:22 | |
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| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| River Floor | Joe Henry | 4:34 | |
| If I Need You | Karl Blau | 3:54 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Quinn The Eskimo (The Mighty Quinn) | Kris Kristofferson | 2:37 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Mayfly | Jeffrey Foucault | 3:34 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Carmelita | Warren Zevon | 3:34 | |
| Hurricane Party | James McMurtry | 5:56 | |
| Ten Second News - 2015 Remaster | Son Volt | 3:55 | |
| Spanish Moss | Jackson C. Frank | 4:30 | |
| Sparrows and Sparrows | Malcolm Holcombe | 2:48 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Closer to You | The Mastersons | 3:48 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Ghost Repeater | Jeffrey Foucault | 5:10 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| When I Get A Little Money | Chris Hillman | 2:32 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Go Down To The Water | Billy Bragg, Wilco | 4:31 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |