| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | ||
| Lower 48 | The Gourds | 4:31 | ||
| Indianapolis | The Bottle Rockets | 3:32 | ||
| Katie | Fred Eaglesmith | 3:42 | ||
| Goodbye Summer | Jonny Fritz | 3:30 | ||
| Alabama Shamrock | Hackensaw Boys | 5:05 | ||
| Heaven's High | Wrinkle Neck Mules | 3:49 | ||
| Play Something We Know | Adam Hood | 3:07 | ||
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | ||
| First Time in Years | Erik Koskinen | 3:52 | ||
| Kristine | Joe Purdy | 3:54 | ||
| Silver and Gold | Trampled by Turtles | 2:47 | ||
| The Screaming Song | Justin Wells | 3:32 | ||
| Devilsong | Shinyribs | 4:33 | ||
| Live Forever | Willie Nelson, Lucinda Williams | 3:00 | ||
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | ||
| Indiana Line | Chicago Farmer | 3:51 | ||
| Take Me to Lake Charles | Shinyribs | 3:16 | ||
| Tear My Stillhouse Down | Gillian Welch | 4:32 | ||
| Daydreamer | John Fullbright | 4:32 | ||
| Whistlers & Sparklers | Wrinkle Neck Mules | 3:48 | ||
| Unlock more with Songs Like X Pro | ||||
| Warm Guns | Western Centuries | 4:55 | ||
| If It Don’t Bleed | James McMurtry | 3:50 | ||
| Nowhere to Hide | Trampled by Turtles | 3:04 | ||
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | ||
| Barbara's Song | Ian Noe | 3:25 | ||
| South Of Atlanta | Brent Cobb | 5:22 | ||
| Minor Enough | Wrinkle Neck Mules | 3:20 | ||
| Girl With The Dirty Hair | Adam Carroll | 2:43 | ||
| Hundred Dollar Valentine | Chris Smither | 3:05 | ||
| Devil's Got My Woman | Andrew Combs | 2:35 | ||
| As Young as You'll Ever Be | Paul Cauthen | 3:40 | ||
| Canola Fields | James McMurtry | 4:49 | ||
| Johnny Cash | Fred Eaglesmith | 3:20 | ||
| Clay Pigeons | Gurf Morlix | 3:25 | ||
| Deer in the Sky | Chicago Farmer | 3:23 | ||
| Dopamine Dream | Wrinkle Neck Mules | 3:50 | ||
| Simple Life I Ride | Yarn | 3:34 | ||
| Hanging out on the Line | Paul Cauthen | 4:20 | ||
| House of Glory | Dead Man Winter | 3:32 | ||
| 4&20 Blues | Jeffrey Foucault | 2:58 | ||
| north dakota | Chris Knight | 4:16 | ||
| Evening Gown | Alejandro Escovedo | 3:28 | ||
| River Of Fools | Logan Ledger | 3:11 | ||
| Always A Friend | Alejandro Escovedo | 3:35 | ||
| Got Me A Woman | Levon Helm | 3:12 | ||
| Girl Of The North Country | Sam Bush | 5:17 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| Gallo Del Cielo - Live At Antone's, Austin, TX / January 22 & 23, 1999 | Joe Ely | 7:04 | ||
