| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Don't Skip Out on Me | Richmond Fontaine | 4:07 | |
| Shut Me Up | Joe Henry | 6:16 | |
| The L&N Don't Stop Here Anymore | Billy Bragg, Joe Henry | 4:29 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Reverie | Son Volt | 3:35 | |
| Northbound 35 | Richard Shindell | 5:18 | |
| Drift Away | Tom Rush | 3:40 | |
| Oh! Susanna (Live) | Stephen Foster, Chris Walden, Joe Henry, Cincinnati Pops Orchestra, John Morris Russell | 3:50 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| New York City | Robby Hecht | 3:41 | |
| Who Carried You | Malcolm Holcombe | 3:27 | |
| Pacing The Cage | Bruce Cockburn | 4:40 | |
| Series of Closin' Doors | Gurf Morlix | 4:33 | |
| The Long Time Now | T Bone Burnett | 2:57 | |
| Back Against the Wall | Son Volt | 3:27 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
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| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Hanging On To You | Jay Farrar | 2:51 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Shy Star | Ray Bonneville | 4:04 | |
| Scare Me to Death | Joe Henry | 4:54 | |
| Wear Me Out | Jesse Winchester | 2:37 | |
| So Many Miles | Pieta Brown | 3:03 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Private Thoughts | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Slidell | Grayson Capps | 3:54 | |
| Down to the Well | Kevin Gordon | 4:10 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Fortunate Son | Todd Snider | 2:43 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Down Low | Teddy Thompson | 5:52 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Short Man's Room | Joe Henry | 3:38 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Strawberry Blonde | Ron Sexsmith | 3:41 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Charlie James | Peter Case | 3:06 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |
| Ring Them Bells | Sarah Jarosz | 3:30 | |