| The Highway Callin' | Fred Eaglesmith | 4:34 | |
| Empty Yodel, No. 0 | Nick Shoulders | 2:27 | |
| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
| The Truth Ain't In You | Larry Jon Wilson | 3:13 | |
| The Thirty Years War Waltz (for Jo Harvey) | Terry Allen | 6:32 | |
| Baby Can I Crawl Back to You? | Blaze Foley & the Beaver Valley Boys | 2:08 | |
| Charlie Pickle | Sad Daddy | 4:16 | |
| Dirty Hound | Cicada Rhythm | 3:25 | |
| Nuevo Laredo | Doug Sahm | 2:41 | |
| You're Pretty Good | Duff Thompson | 2:57 | |
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | |
| Cocaine Cowboy | Terry Allen, The Panhandle Mystery Band | 3:04 | |
| Katie | Fred Eaglesmith | 3:42 | |
| East Indian Princess | Loudon Wainwright III | 2:56 | |
| Ring Around Saturn | Dead Fingers, Taylor Hollingsworth | 3:20 | |
| L.A. Turnaround | Billy Joe Shaver | 2:49 | |
| Hi Fi Love | Adam Carroll | 4:13 | |
| Cantina Carlotta | Terry Allen | 3:14 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Would You Like to Get Some Goats? | Melissa Carper | 3:03 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Unlock more with Songs Like X Pro |
| The Road | Danny O'Keefe | 3:49 | |
| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| If Nothing Else Comes Along | Steph Green | 3:08 | |
| One Of These Lonesome Mornings | The Deslondes, Dan Cutler, Cameron Snyder | 2:29 | |
| Katie Dear | Mapache | 2:51 | |
| Run Wild | Twain, The Deslondes | 2:56 | |
| Styrofoam | Chris Acker | 3:44 | |
| The Christian Thing | Jono Manson, Eliza Gilkyson, Terry Allen | 3:54 | |
| Night Train to Memphis | Charley Crockett | 2:19 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| Black Rose | Billy Joe Shaver | 2:44 | |
| I'm Ahead If I Can Quit While I'm Behind | Jim Ford | 2:50 | |
| Faith in Love | The Lostines | 3:51 | |
| Falcon | Charlie Parr | 4:59 | |
| Six Volts | Fred Eaglesmith | 2:23 | |
| Twice as Bright | Nick Shoulders | 4:55 | |
| At The Crossroads - Alternate Mix | Sir Douglas Quintet | 4:37 | |
| Booglie Wooglie Piggy - Live | Will Bradley & His Orchestra, Terry Allen, Ray McKinley | 3:07 | |
| Jackknife / The Red Newt | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 3:30 | |
| Shoestrings | Cowboy | 3:25 | |
| What Are Those Things (With Big Black Wings) - 1995 Box Set Version | Roger Miller | 2:10 | |
| Stop Your Crying | Ted Hawkins | 2:10 | |
| Joseph's Dream | John Hartford | 4:24 | |
| Tell Me You Love Me | Jessie Mae Hemphill | 2:46 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| Gone To Texas | Terry Allen | 6:22 | |
| At The End Of The Rainbow | Sierra Ferrell | 3:40 | |
| The Moon Is High (And So Am I) | Roger Miller | 1:56 | |
