| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| Out on the Rise | The Deslondes, Sam Doores | 5:11 | |
| Dialogue: The Characters (A Simple Story) | Terry Allen | 2:08 | |
| Mobile Blue | Mickey Newbury | 3:15 | |
| Broomstraw Philosophers and Scuppernong Wine | Larry Jon Wilson | 3:12 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| How Can I Miss You When You Won't Go Away | Dan Hicks & His Hot Licks | 2:39 | |
| Keep It Clean | Willie Watson | 3:35 | |
| I Don't Care - Remastered | Justin Townes Earle | 1:55 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Slow Boat to China | Blaze Foley & the Beaver Valley Boys | 4:35 | |
| Looks Like the Feelin's Slowly Dying | Denny Lile | 3:25 | |
| Tennessee Blues | Bobby Charles | 5:29 | |
| Low Down Soul | The Deslondes, Cameron Snyder | 3:36 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | |
| High Plains Jamboree | Terry Allen | 3:33 | |
| Shawnee Moon | Chris Darrow | 3:32 | |
| Way Out West (Reprise) | Marty Stuart And His Fabulous Superlatives | 1:56 | |
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| I'm Ahead If I Can Quit While I'm Behind | Jim Ford | 2:50 | |
| Luxury Liner | The International Submarine Band | 2:48 | |
| Cantina Carlotta | Terry Allen | 3:14 | |
| A New Love (Can Be Found) | Daniel Romano | 3:33 | |
| Border Lord | Kris Kristofferson | 3:37 | |
| I Won't Let It | Daniel Romano | 4:08 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| Looks Like Baby's Gone | Mickey Newbury | 4:29 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Jake Lake | Jeff Cowell | 2:22 | |
| Loser's Cocktail | Dick Curless | 2:32 | |
| I've Been A Long Time Leavin' (But I'll Be A Long Time Gone) - Single Version | Roger Miller | 2:13 | |
| Lorene | The Louvin Brothers | 2:03 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| Tuscon, Arizona | Link Wray | 4:18 | |
| I'm Satisfied | Mississippi John Hurt | 2:54 | |
| Something's Wrong | Dillard & Clark | 2:50 | |
| Little Ole Wine Drinker Me | Merle Haggard & The Strangers | 2:38 | |
| You Got To Find Me | Michael Hurley | 4:09 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Sunday Street | Dave Van Ronk | 3:31 | |
| The American Dreamer | Gene Clark | 1:54 | |
| Ride 'Em Jewboy | Kinky Friedman | 5:38 | |
| Peace & Happiness | Ted Hawkins | 2:32 | |
| So You Say | Michael Hurley | 3:25 | |
| Angel Eyes | Willis Alan Ramsey | 3:11 | |
| Corner Street Bar | Dillard & Clark | 3:33 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |