| I'm Bound for the Mountains and the Sea | Tom Paxton | 3:04 | |
| Bumble Bee | Peter Case | 3:34 | |
| 4&20 Blues | Jeffrey Foucault | 2:58 | |
| That's How Much I Need Your Love | Chuck Prophet | 4:06 | |
| The Coo Coo Bird | Steve Martin, Edie Brickell | 3:19 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| I Keep Faith | Billy Bragg | 4:34 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Back into Your World | Son Volt | 3:45 | |
| Husbands and Wives | John Doe, The Sadies | 2:42 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| Just Like Today | Charlie Parr | 5:58 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| A Job of Work | Tom Paxton | 2:44 | |
| Dallas | The Flatlanders | 3:01 | |
| The Bramble and the Rose | Barbara Keith | 2:55 | |
| Civil War | Joe Henry | 4:42 | |
| Louise | Daniel Romano | 3:28 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
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| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Dogwood | Terry Allen | 4:31 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| They Killed John Henry | Justin Townes Earle | 2:46 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Darling, Let's Have Another Baby (feat. Billy Bragg) | Kirsty MacColl, Billy Bragg | 3:25 | |
| Just Leave Me Alone Today | Dan Reeder | 3:08 | |
| Stop Rainin' Lord | Warren Zevon | 2:12 | |
| Josephine | Pokey LaFarge | 3:12 | |
| River Floor | Joe Henry | 4:34 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| I Still Miss Someone | John Doe, The Sadies | 2:19 | |
| Why We Build The Wall | Billy Bragg | 3:29 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Pearl Harbor Pistol | Jeffrey Foucault | 4:35 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| Two Angels | Peter Case | 4:32 | |
| I'll Regret It All In The Morning | Richard & Linda Thompson | 3:36 | |
| Joe Hill | Phil Ochs | 7:18 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| No Love At All | T Bone Burnett | 2:54 | |
