| Tehachapi | Margo Cilker | 3:07 | ||
| Vaquero | James McMurtry | 4:41 | ||
| In My Cups | Western Centuries | 3:02 | ||
| Best of All Possible Worlds | Kris Kristofferson | 2:58 | ||
| Hell of a Woman | Emily Nenni | 3:59 | ||
| Humidifier | Jonny Fritz | 2:22 | ||
| Five Year Kansas Blues | F. J. McMahon | 2:46 | ||
| Buddhist for a Couple Days | Dougie Poole | 4:13 | ||
| Smokey Put the Sweat On Me | Kris Kristofferson | 3:08 | ||
| Burgundy in the Rain | Pat Reedy | 2:00 | ||
| Alabama Highway | Steve Young | 5:03 | ||
| Night Herding Song | Ramblin' Jack Elliott | 3:56 | ||
| I Owe You Nothin' | Emily Nenni | 4:36 | ||
| Give Back The Key To My Heart | Sir Doug & The Texas Tornados | 2:47 | ||
| A Man Like Me | Roger Miller | 2:29 | ||
| Too Many Rivers | Jessi Colter | 2:32 | ||
| 911 | Ramsay Midwood | 4:26 | ||
| Bloody Mary Morning | Kinky Friedman | 3:08 | ||
| Hickory Wind | The Byrds | 3:31 | ||
| It Just Dawned on Me | John Doe, The Sadies | 2:33 | ||
| Johnny Cash | Fred Eaglesmith | 3:20 | ||
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| Simple and True | The Deslondes, Riley Downing, Cameron Snyder | 2:44 | ||
| Wanton Way of Loving | Esther Rose | 3:26 | ||
| Canyon | Emily Nenni | 3:02 | ||
| Tennessee Blues | Bobby Charles | 5:29 | ||
| No Mama Blues | Sam Doores, Riley Downing, The Tumbleweeds | 3:44 | ||
| Green, Green Sky | The Kernal | 3:48 | ||
| Lisa's Birthday | Drive-By Truckers | 3:19 | ||
| Josie | Kris Kristofferson | 3:11 | ||
| Tennessee Stud | Ramblin' Jack Elliott | 4:51 | ||
| The Thirty Years War Waltz (for Jo Harvey) | Terry Allen | 6:32 | ||
| Get a Little Gonner | Bill Kirchen | 2:44 | ||
| Ain't Got a Place | James McMurtry | 2:41 | ||
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | ||
| Rendezvous USA | Terry Allen | 2:45 | ||
| Are They Gonna Make Us Outlaws Again | Gus Clark & the Least of His Problems | 4:12 | ||
| Time To Get A Gun | Fred Eaglesmith | 3:43 | ||
| Fisherman's Friend | Ramsay Midwood | 4:58 | ||
| Long Hot Summer Days | John Hartford | 4:48 | ||
| Alcohol And Pills | Fred Eaglesmith | 3:58 | ||
| Buck Naked | Terry Allen | 3:14 | ||
| Rock Salt And Nails | Steve Young | 3:42 | ||
| Poor Old Dirt Farmer | Levon Helm | 3:52 | ||
| Lorene | The Louvin Brothers | 2:03 | ||
| Loser's Cocktail | Dick Curless | 2:32 | ||
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | ||
| Angel Eyes | Willis Alan Ramsey | 3:11 | ||
| Roll In My Sweet Baby's Arms | Dillard & Clark | 2:48 | ||
| Kenny's Song | Steve Young | 4:09 | ||
