| See You Around | Bruce Robison | 2:55 | ||
| Arapaho | The Gourds | 3:33 | ||
| Oklahoma Gypsy Shuffler | Adam Carroll | 4:45 | ||
| Harold Wilson | Fred Eaglesmith | 4:46 | ||
| The Bottom of the World | Bottom of the World | 4:30 | ||
| They Know My Name | Pat Reedy | 3:05 | ||
| Everybody's Missing the Sun | The Gourds | 2:59 | ||
| Minor Enough | Wrinkle Neck Mules | 3:20 | ||
| Hello, Nebraska! | Goodnight, Texas | 2:46 | ||
| I'm the Loneliest Man I Ever Met | Kinky Friedman | 2:48 | ||
| Renegade Picker | Steve Young | 3:10 | ||
| Motor City Man | South Austin Jug Band | 3:24 | ||
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | ||
| Tulsa Turnaround | Goose Creek Symphony | 2:46 | ||
| Blondie And Dagwood | Adam Carroll | 3:28 | ||
| The Highway Callin' | Fred Eaglesmith | 4:34 | ||
| Thank God for the Road | The Flatlanders | 5:00 | ||
| Worth Dyin' For | Gurf Morlix | 4:42 | ||
| The Long Game | Western Centuries | 4:20 | ||
| $13 Beers | Chicago Farmer | 3:17 | ||
| Loose Women | Jeremy Pinnell | 4:20 | ||
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| Sacred Love | Adam Carroll | 2:32 | ||
| Stars in My Life | The Flatlanders | 3:20 | ||
| Sick, Sad, and Lonesome | Caleb Klauder | 3:26 | ||
| Winsome Smile | Chris Smither | 3:34 | ||
| Race Car Joe | Adam Carroll | 2:52 | ||
| Country Morning Music | Keith Sykes | 2:27 | ||
| Keep 'Em on They Toes | Brent Cobb | 2:43 | ||
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | ||
| Laughing River | Greg Brown | 6:23 | ||
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | ||
| Roadsick Blues | Pat Reedy | 2:39 | ||
| Hold On I | Chris Smither | 4:03 | ||
| Ding Wendell | Meryl Parker | 2:39 | ||
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | ||
| The Bullfighter | Luke Bell | 3:23 | ||
| Cadillac Limousine | Wrinkle Neck Mules | 4:06 | ||
| The Good Life | Justin Townes Earle | 2:47 | ||
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | ||
| Get Down, River | The Bottle Rockets | 3:15 | ||
| Got Me A Woman | Levon Helm | 3:12 | ||
| Rye Whiskey | Jesse Colin Young | 4:54 | ||
| Pontiac | Fred Eaglesmith | 4:48 | ||
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | ||
| Monster Truck | Ramsay Midwood | 3:30 | ||
| Highway 17 | Rodney Crowell | 4:54 | ||
| Angel Of The Lord | Fred Eaglesmith | 3:38 | ||
| False Hearted Lover Blues | Levon Helm | 3:29 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
