| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| The Glory of Love | Parker Millsap, Sarah Jarosz | 3:14 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Down on Penny's Farm | Natalie Merchant | 3:43 | |
| Love Me Tenderly | The Felice Brothers | 3:40 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| Old Shoes | Tom Waits | 4:25 | |
| Ruby and Carlos | James McMurtry | 6:35 | |
| Do It | Jesse Winchester | 1:27 | |
| Railroading on the Great Divide | Billy Bragg, Joe Henry | 3:08 | |
| The Wonder of You | Chip Taylor, Carrie Rodriguez | 4:02 | |
| Our Town | Iris DeMent | 5:00 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Moonshiner | Uncle Tupelo | 4:23 | |
| The L&N Don't Stop Here Anymore | Billy Bragg, Joe Henry | 4:29 | |
| I Want My Dog To Live Longer (The Greatest Wish) | Curtis Salgado, Alan Hager | 2:47 | |
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| The Bottom of the World | Bottom of the World | 4:30 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| Let The Waters Rise - Remastered | Justin Townes Earle | 2:42 | |
| Sandusky | Uncle Tupelo | 3:43 | |
| I Am the Big Easy | Ray Bonneville | 4:37 | |
| Down The Road | Eilen Jewell | 2:35 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | |
| Biloxi | Jesse Winchester | 3:19 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | |
| Ghost Repeater | Jeffrey Foucault | 5:10 | |
| Carmelita | Warren Zevon | 3:58 | |
| Scare Me to Death | Joe Henry | 4:54 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| Christ For President | Billy Bragg, Wilco | 2:42 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Aginst Th' Law | Billy Bragg, Wilco | 3:01 | |
| Rock Salt And Nails | Buddy & Julie Miller | 4:17 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| Fireman's Wedding | Joe Henry | 4:23 | |
| I Feel The Blues Moving In | Slaid Cleaves | 4:08 | |
| Laid A Highway | Tift Merritt | 3:53 | |
| Airline To Heaven | Billy Bragg, Wilco | 4:50 | |