| Your Sister | Gurf Morlix | 2:37 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Montgomery in the Rain | Steve Young | 4:25 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| Easy Come Easy Go | Hayes Carll | 5:50 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| River Song | Tom Rush | 3:56 | |
| Lincoln Town | John Hiatt | 4:03 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| You'll Never Again Be Mine | Levon Helm | 3:09 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Taos to Tennessee | Tish Hinojosa | 2:57 | |
| Greater Cincinatti | Kinky Friedman | 3:29 | |
| Nothin' But You | Greg Trooper | 3:51 | |
| Pretty Boy Floyd (with John Leventhal) | Rosanne Cash, John Leventhal | 3:45 | |
| Long Time Comin' | John Hiatt | 4:12 | |
| Love Is so Easy | Hayes Carll | 3:04 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| Clay Pigeons | Gurf Morlix | 3:25 | |
| Meat Off the Bone | The Gourds | 3:46 | |
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| Jukebox | The Honeycutters | 4:36 | |
| Ramblin' Reckless Hobo | Joel Rafael | 3:08 | |
| Old Dolores | Andy Hedges, Tom Russell | 3:42 | |
| Into the Sunlight | Malcolm Holcombe | 2:28 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Wreck of the Old 97 | Tom Russell | 3:13 | |
| On the Ropes | The Honeycutters | 3:15 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Somebody Else's Troubles | Steve Goodman | 3:43 | |
| How I Got To Memphis | The V-Roys | 4:38 | |
| Blondie And Dagwood | Adam Carroll | 3:28 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Pickin' Time | Kinky Friedman | 1:41 | |
| Codeine | Jason Isbell and the 400 Unit | 5:44 | |
| The Sky Above, The Mud Below | Tom Russell | 5:50 | |
| When Sinatra Played Juarez | Tom Russell | 3:37 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Beaumont | Hayes Carll | 3:27 | |
| Buck Naked | Terry Allen | 3:14 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Growing Trade | Levon Helm | 4:22 | |
| Claude Dallas | Tom Russell | 5:40 | |
| Hummingbird | Ray Wylie Hubbard, Peter Rowan | 3:08 | |