| Flatland Farmer | Terry Allen | 4:18 | |
| Still Feeling Blue - 2002 Remaster | Gram Parsons | 2:43 | |
| Souvenirs | John Prine | 3:42 | |
| Manhattan Island Serenade | Vincent Neil Emerson | 2:41 | |
| Keep It Between the Lines | Sturgill Simpson | 4:01 | |
| Truckin' - 2013 Remaster | Grateful Dead | 5:06 | |
| How Much I've Lied - 2002 Remaster | Gram Parsons | 2:29 | |
| Fire on the Mountain | The Marshall Tucker Band | 3:56 | |
| Mexican Cowboy | Willie Watson | 3:53 | |
| Illegal Smile | John Prine | 3:13 | |
| Canola Fields | James McMurtry | 4:49 | |
| Memories | Swamp Dogg, John Prine | 4:47 | |
| Streets Of Bakersfield | Buck Owens | 2:38 | |
| Kiss the Children - 2002 Remaster | Gram Parsons | 3:00 | |
| Gravity's Gone | Drive-By Truckers | 3:33 | |
| L.A. County | Lyle Lovett | 3:19 | |
| Carmelita | Warren Zevon | 3:34 | |
| Codeine | Jason Isbell and the 400 Unit | 5:44 | |
| Dead Flowers | Townes Van Zandt | 4:47 | |
| I Ain't Broke But I'm Badly Bent | Old & In The Way | 2:51 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
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| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Knockin' on Your Screen Door | John Prine | 2:19 | |
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| Longhaired Redneck | David Allan Coe | 3:20 | |
| Border Palace | Terry Allen | 1:48 | |
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | |
| Carl Perkins' Cadillac | Drive-By Truckers | 5:26 | |
| I Sang The Song | Mac Wiseman, John Prine, Peter Cooper, Thomm Jutz | 3:35 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Trudy | The Charlie Daniels Band | 4:48 | |
| Paradise | John Prine | 3:15 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| Uncle John's Band - 2013 Remaster | Grateful Dead | 4:44 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| Amie | Pure Prairie League | 4:19 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| Turtles All the Way Down | Sturgill Simpson | 3:08 | |
| I'm Not Drunk I'm Just Drinking | Mack Allen Smith | 2:05 | |
| Can You Run | The Steeldrivers | 4:57 | |
| King Of California | Dave Alvin | 4:50 | |
| Jambalaya (On The Bayou) | Hank Williams | 2:54 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| Blue Sky | Allman Brothers Band | 5:11 | |
| Two More Bottles Of Wine | Delbert McClinton | 3:01 | |
| Nellie Kane | Hot Rize | 2:58 | |
| Randall Collins | Norman Blake | 1:55 | |
| Hey Me, Hey Mama | Sierra Ferrell | 3:30 | |
| Homecoming - Single Version | Tom T. Hall | 3:17 | |