| Lights of Cheyenne | James McMurtry | 6:40 | ||
| Hammer Down | Magnolia Electric Co., Jason Molina | 4:05 | ||
| Boxcar | Shovels & Rope | 4:41 | ||
| Before I Break | Uncle Tupelo | 2:48 | ||
| Guess Again | Jeff Tweedy | 3:17 | ||
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | ||
| Dark Don't Hide It | Magnolia Electric Co., Jason Molina | 5:51 | ||
| The El | Rhett Miller | 3:09 | ||
| Old Enough (feat. Ricky Scaggs and Ashley Monroe) | The Raconteurs, Ricky Scaggs, Ashley Monroe | 5:45 | ||
| That Year | Uncle Tupelo | 2:59 | ||
| Tell Her What I Said | The Sadies | 4:53 | ||
| Love Me Tenderly | The Felice Brothers | 3:40 | ||
| Midnight At the Movies | Justin Townes Earle | 3:22 | ||
| Back into Your World | Son Volt | 3:45 | ||
| Steve Earle | Lydia Loveless | 4:28 | ||
| My Winding Wheel | Ryan Adams | 3:12 | ||
| Black Eye | Uncle Tupelo | 2:19 | ||
| The Poet Game | Greg Brown | 5:32 | ||
| All Her Favourite Fruit | Camper Van Beethoven | 5:14 | ||
| Silo | Scud Mountain Boys | 3:45 | ||
| Slo Toms | The Bottle Rockets | 2:36 | ||
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| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | ||
| When the Circus Comes | Los Lobos | 3:16 | ||
| South Georgia Sugar Babe | Justin Townes Earle | 2:47 | ||
| Watch Me Fall | Uncle Tupelo | 2:12 | ||
| I'm Not Gonna Cry | Loudon Wainwright III | 2:06 | ||
| Magnetic Heaven | Slobberbone | 2:32 | ||
| Accidentally Like a Martyr | Warren Zevon | 3:06 | ||
| Fox Confessor Brings The Flood | Neko Case | 2:42 | ||
| Pecan Pie | Golden Smog | 2:53 | ||
| Dunk You in the River | Slobberbone | 3:14 | ||
| Dent County | Jay Farrar | 3:54 | ||
| Strange Goodbye | Frank Black | 2:09 | ||
| Lost Love | Golden Smog | 3:00 | ||
| Master of Disaster | John Hiatt | 5:26 | ||
| I'm Not From Here | James McMurtry | 4:10 | ||
| Things You Didn't Know | The Bottle Rockets | 4:36 | ||
| I Do My Father's Drugs | Joe Pug | 2:48 | ||
| Warm (When The Sun Has Died) | Jeff Tweedy | 2:18 | ||
| Days of the Years | The Felice Brothers | 3:58 | ||
| Six O'Clock News | Kathleen Edwards | 4:36 | ||
| Pontiac | Fred Eaglesmith | 4:48 | ||
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | ||
| Anna Lee | Levon Helm | 3:42 | ||
| Goner w/ Souvenir | Richard Buckner | 2:41 | ||
| Seminole Wind | Donna The Buffalo | 5:20 | ||
| Tears Rolling Up Our Sleeves | Paul Westerberg | 3:28 | ||
| False Hearted Lover Blues | Levon Helm | 3:29 | ||
| Your Way Home | Donna The Buffalo | 3:18 | ||
