| High in Heels | Kelsey Waldon | 3:40 | ||
| Stars In California | Drew Kennedy | 5:00 | ||
| The Good Life | Justin Townes Earle | 2:47 | ||
| Liars & Fools | The Trishas | 3:01 | ||
| Great American Roadside | Otis Gibbs | 2:49 | ||
| For The Brave | Will Taylor and Strings Attached, Slaid Cleaves | 4:15 | ||
| Black T-Shirt | Slaid Cleaves | 3:40 | ||
| Sweet Dolly | Yarn | 4:22 | ||
| When The Wheels Touch Down | Wrinkle Neck Mules | 4:11 | ||
| Kristine | Joe Purdy | 3:54 | ||
| Oil Well | The Rubber Knife Gang | 3:54 | ||
| Hello, Milwaukee | Joseph Huber | 4:55 | ||
| Perfect Timing | Drive-By Truckers | 2:57 | ||
| All American Singer | Zephaniah OHora | 3:57 | ||
| Take Me to Lake Charles | Shinyribs | 3:16 | ||
| Lawdog | Town Mountain | 4:48 | ||
| Dirty Old Town | Kelsey Waldon | 2:41 | ||
| See You Around | Bruce Robison | 2:55 | ||
| Traveling Poor Boy | Brent Cobb | 3:34 | ||
| Cigarette Machine | Fred Eaglesmith | 4:31 | ||
| Black-Eyed Susan | Town Mountain | 3:41 | ||
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| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | ||
| Boxcar | Shovels & Rope | 4:41 | ||
| Coming Home | Chatham County Line | 3:21 | ||
| Flat Top Guitar | Ana Egge | 2:50 | ||
| Levelland | James McMurtry | 5:23 | ||
| Race Car Joe | Adam Carroll | 2:52 | ||
| Cry | Slaid Cleaves | 3:52 | ||
| Lord, We Get High | The Fox Hunt | 4:51 | ||
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | ||
| If I Could Make You My Own | Dori Freeman | 3:22 | ||
| Wilder Than Her | Fred Eaglesmith | 4:54 | ||
| Wrapped | Bruce Robison | 4:42 | ||
| Smokin' 100's Alone | The Bottle Rockets | 3:15 | ||
| Childish Things | James McMurtry | 4:35 | ||
| Dry Town - Demo | Gillian Welch | 2:55 | ||
| Can't Get Home | Steep Canyon Rangers | 3:29 | ||
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | ||
| Eden | Amanda Anne Platt & the Honeycutters | 5:32 | ||
| Poor Old Dirt Farmer | Levon Helm | 3:52 | ||
| A Train Robbery | Levon Helm | 5:28 | ||
| Seven Shells | Fred Eaglesmith | 2:23 | ||
| Me And Billy The Kid - Live At Antone's, Austin, TX / January 22 & 23, 1999 | Joe Ely | 4:11 | ||
| Sweet Lucinda | Gibson Brothers | 2:45 | ||
| 105 | Fred Eaglesmith | 2:48 | ||
| Stand And Deliver | Steep Canyon Rangers | 3:30 | ||
| Wishbones | Slaid Cleaves | 3:27 | ||
| Valley Road | James McMurtry | 4:45 | ||
| Gallo Del Cielo | Joe Ely | 7:03 | ||
