| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| The Piano Has Been Drinkin' (Not Me) | Dan Hicks & His Hot Licks | 3:30 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Wink | Blue Mountain | 3:17 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| The Glory of Love | Parker Millsap, Sarah Jarosz | 3:14 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Shy Star | Ray Bonneville | 4:04 | |
| Charlie | Peter Mulvey | 3:09 | |
| Devil's in the Jukebox (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 3:59 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| A Summer Wind, A Cotton Dress | Richard Shindell | 3:55 | |
| Down on Penny's Farm | Natalie Merchant | 3:43 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Not Fade Away (with Peter Case) | The Crickets, Tonio K., Peter Case | 3:27 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
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| Hanging On To You | Jay Farrar | 2:51 | |
| Grave Angels | Joe Henry | 5:31 | |
| Down to the Well | Kevin Gordon | 4:10 | |
| Boundary County | Eilen Jewell | 3:45 | |
| Willin' | Richard Shindell | 3:15 | |
| The Bottom of the World | Bottom of the World | 4:30 | |
| The Open Road Song | Peter Case | 3:17 | |
| The Losing End Again | Neal Casal | 3:12 | |
| Angeline | James McMurtry | 4:04 | |
| Across The River | Alejandro Escovedo | 5:20 | |
| No Depression | Uncle Tupelo | 2:20 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| The L&N Don't Stop Here Anymore | Billy Bragg, Joe Henry | 4:29 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Anything | Peter Case | 4:16 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Biloxi | Ted Hawkins | 4:41 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Valley Morning | Loudon Wainwright III | 3:44 | |
| Ring Them Bells | Sarah Jarosz | 3:30 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| This Could Be The One | Peter Case | 3:44 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| Lovin' In My Baby's Eyes | Shannon McNally | 3:56 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |