| The Ballad of the Kingsmen | Todd Snider | 5:03 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Tennessee Blues | Steve Earle | 2:39 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Adios to California | John Hiatt | 3:47 | |
| Tillamook County Jail | Todd Snider | 3:07 | |
| Fading Memory | Eilen Jewell | 3:43 | |
| Jukebox | The Honeycutters | 4:36 | |
| Billy 4 | Gretchen Peters | 5:36 | |
| Ignorance & Privilege | John Gorka | 4:22 | |
| Harlem River Blues | Steve Earle | 3:10 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| An American Boy | Eliza Gilkyson | 3:18 | |
| Goin' Down to Laurel | Steve Forbert | 5:00 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Dublin Blues | Steve Earle | 3:48 | |
| Reconsider Me | Reckless Kelly, Steve Earle | 2:35 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
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| Play a Train Song | Todd Snider | 4:09 | |
| Shady Grove | Mudcrutch | 3:58 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Pancho and Lefty | Steve Earle | 4:01 | |
| The Times They Are A-Changin' (feat. Rosanne Cash, Steve Earle, Jason Isbell & The War and Treaty) | Nitty Gritty Dirt Band, Rosanne Cash, Steve Earle, Jason Isbell, The War And Treaty | 3:44 | |
| Conservative, Christian, Right Wing Republican, Straight, White, American Males | Todd Snider | 3:17 | |
| Visions Of Johanna | Chris Smither | 5:22 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Headed for a Fall | Jimmie Dale Gilmore | 5:07 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Master of Disaster | John Hiatt | 5:26 | |
| Dead Flowers - Live at BBC Studio - 1988 | Steve Earle, Kelly Loony, Craig Wright, D Roberts, Robert Noakes | 6:15 | |
| John Henry | Bruce Springsteen | 5:03 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Box of Visions | Tom Russell, Iris DeMent | 3:10 | |
| Jaded Lover | Jerry Jeff Walker | 4:00 | |
| Tampa To Tulsa | The Jayhawks | 4:01 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| Waiting For The Sun | The Jayhawks | 4:20 | |
| No Love At All | T Bone Burnett | 2:54 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Will The Circle Be Unbroken (Glory, Glory) | Nitty Gritty Dirt Band, Alison Krauss, Doc Watson, Taj Mahal | 4:39 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| Two Hearts | The Jayhawks | 3:22 | |
| The Road Goes On Forever | Robert Earl Keen | 5:03 | |
