| The Highway 16 Shuffle | Garrett T. Capps | 3:41 | |
| Son-of-a-Gun | Sanford Clark | 2:38 | |
| Tear Down the Grand Ole Opry | John Hartford | 3:28 | |
| Hurt All Over | Emily Nenni | 3:33 | |
| Life Gone Dim | Scott Ballew | 1:56 | |
| The Truth Ain't In You | Larry Jon Wilson | 3:13 | |
| I Still Miss Someone | John Doe, The Sadies | 2:19 | |
| Jesus Was a Capricorn (Owed to John Prine) | Kris Kristofferson | 2:29 | |
| Travelin' | Jimmy Carter and Dallas County Green | 3:36 | |
| Driving My Young Life Away | Wayne Hancock | 1:52 | |
| Border Palace | Terry Allen | 1:48 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| Whatever Happened to Jesus (and Maybeline)? | Terry Allen, The Panhandle Mystery Band | 4:37 | |
| Ragtime Troubles | Luke Bell | 2:42 | |
| Elijah's Church | Steve Earle | 4:23 | |
| Shine, Shave, Shower (It's Saturday) | Lefty Frizzell | 2:35 | |
| Why You Been Gone so Long | Jessi Colter | 3:05 | |
| The Girl Who Danced Oklahoma | Terry Allen | 4:18 | |
| Just the Other Side of Nowhere | Kris Kristofferson | 3:36 | |
| One Of These Lonesome Mornings | The Deslondes, Dan Cutler, Cameron Snyder | 2:29 | |
| Big Cheeseburgers and Good French Fries | Blaze Foley & the Beaver Valley Boys | 2:44 | |
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| Sailin' On Through | Terry Allen, The Panhandle Mystery Band | 4:03 | |
| Steamboat Whistle Blues | John Hartford | 3:25 | |
| Things Ain't What They Used to Be (And Probably Never Was) | Larry Jon Wilson | 2:59 | |
| Cocktails for Three | Terry Allen | 2:57 | |
| 911 | Ramsay Midwood | 4:26 | |
| Stay a Little Longer | Bob Wills & His Texas Playboys | 2:21 | |
| My Amigo | Terry Allen | 3:20 | |
| If It Ain't on the Menu | Eddie Noack | 1:36 | |
| Rosco | Ramsay Midwood | 2:57 | |
| Way Out West (Reprise) | Marty Stuart And His Fabulous Superlatives | 1:56 | |
| Alabama Highway | Steve Young | 5:03 | |
| Ain't the Reaping Ever Done | Eddie Noack | 2:50 | |
| Girl With The Dirty Hair | Adam Carroll | 2:43 | |
| The Christian Thing | Jono Manson, Eliza Gilkyson, Terry Allen | 3:54 | |
| Alligator's Lament | Ramsay Midwood | 2:55 | |
| Alcohol And Pills | Fred Eaglesmith | 3:58 | |
| Long Journey | Michael Hurley | 2:51 | |
| Love In My Time | Steve Young | 2:14 | |
| Chick Inspector (That's Where My Money Goes) | Dick Curless | 2:36 | |
| Jackknife / The Red Newt | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 3:30 | |
| Midnight Run | James Hand | 3:21 | |
| Long Long Time To Get Old | Ian & Sylvia | 3:10 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| Let Him Go on Mama | John Hartford | 3:49 | |
| She's My Rock | Stoney Edwards | 2:24 | |
| Gallo del Cielo | Tom Russell | 6:32 | |
| Let The Mermaids Flirt With Me | Mississippi John Hurt | 3:21 | |
| Painted Lady | Willis Alan Ramsey | 3:06 | |
