| Blue Car | Greg Brown | 4:11 | |
| Dallas | The Flatlanders | 3:01 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Ramblin' Reckless Hobo | Joel Rafael | 3:08 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Rocks into Sand | Bill Kirchen | 3:26 | |
| Jukebox | The Honeycutters | 4:36 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Worrisome Years | Greg Brown | 4:08 | |
| Long Time A Comin' | Bap Kennedy | 2:38 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Boomtown | Greg Brown | 3:19 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| The Rock and the Hill | Allison Moorer | 3:39 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Your Lonely Heart | Carrie Rodriguez | 2:58 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
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| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Girl With The Dirty Hair | Adam Carroll | 2:43 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Sadder Day | Western Centuries | 4:30 | |
| Gone | John Hiatt | 2:57 | |
| Gimme a Ride to Heaven Boy | Terry Allen, The Panhandle Mystery Band | 4:59 | |
| The Wonder of You | Chip Taylor, Carrie Rodriguez | 4:02 | |
| Do It | Jesse Winchester | 1:27 | |
| Tulsa County - Single Version | Son Volt | 2:53 | |
| Thunderbird | John Hiatt | 4:04 | |
| Quality Time | Iris DeMent | 4:05 | |
| Alcohol And Pills | Fred Eaglesmith | 3:58 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| The Sky Above, The Mud Below | Tom Russell | 6:40 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| East Texas Red | Tom Russell | 5:01 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| The Lowlands | Nitty Gritty Dirt Band, Jamie Hanna, Jonathan McEuen | 3:50 | |
| Seven Curses | Tom Russell | 5:00 | |
| The Pugilist At 59 | Tom Russell | 4:29 | |