| High on the Mountain | Vincent Neil Emerson | 2:58 | ||
| Carmelita | Fred Eaglesmith | 4:30 | ||
| Long Time Gone | Darrell Scott, Tim O'Brien | 3:36 | ||
| Oklahoma Gypsy Shuffler | Adam Carroll | 4:45 | ||
| Down in My Hometown | The Flatlanders | 2:45 | ||
| Smokin' 100's Alone | The Bottle Rockets | 3:15 | ||
| Hank Williams Wouldn't Make It Now in Nashville Tennessee | Eleven Hundred Springs | 2:43 | ||
| Sweet Wine of Sorrow | Roger Alan Wade | 4:17 | ||
| Okeechobee | Wrinkle Neck Mules | 4:23 | ||
| Ragtime Troubles | Luke Bell | 2:42 | ||
| Sometimes Dogs Bark at Nothing | JP Harris | 2:27 | ||
| The Buck Starts Here | Robbie Fulks | 3:44 | ||
| Methhead | Ian Noe | 3:50 | ||
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | ||
| See You Around | Bruce Robison | 2:55 | ||
| Alabama Highway | Steve Young | 5:03 | ||
| What Will They Say About Us Now? | Western Centuries | 3:09 | ||
| I Don't Care Anymore | Rodney Crowell | 4:28 | ||
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | ||
| As Young as You'll Ever Be | Paul Cauthen | 3:40 | ||
| Myrna Lee | Blue Mountain | 3:45 | ||
| Unlock more with Songs Like X Pro | ||||
| Bad Time To Be An Outlaw | The Bottle Rockets | 3:13 | ||
| Bloody Mary Morning | Kinky Friedman | 3:08 | ||
| I Like Trains | Fred Eaglesmith | 3:30 | ||
| Bob Fudge | Colter Wall | 5:23 | ||
| 7 Come 11 | Vincent Neil Emerson | 3:20 | ||
| Minor Enough | Wrinkle Neck Mules | 3:20 | ||
| Country My Ass | Dale Watson | 6:19 | ||
| You're the Reason Our Kids Are Ugly (feat. Nikki Lane) | JP Harris, Nikki Lane | 2:34 | ||
| Amarillo Highway (for Dave Hickey) | Terry Allen | 4:00 | ||
| The Other Shoe | Old 97's, Waylon Jennings | 2:51 | ||
| Just a Shell of a... | Hellbound Glory | 3:04 | ||
| Parking Lots | John R. Miller | 3:35 | ||
| Small Motors | Fred Eaglesmith | 3:13 | ||
| Amanda's Song | Adam Carroll | 2:57 | ||
| Someday/Sometime | Scott Miller | 3:54 | ||
| Big Whiskers | Otis Gibbs | 5:50 | ||
| Honky Tonks and Taverns | Lillie Mae | 2:19 | ||
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | ||
| There Oughta Be a Law Against Sunny Southern California (Jabo I, II, III) | Terry Allen | 4:29 | ||
| Misery and Gin | Jaime Wyatt | 4:24 | ||
| Lower 48 | The Gourds | 4:31 | ||
| You've Never Seen Me Cry | The Flatlanders | 2:17 | ||
| Skip A Rope | Logan Ledger | 3:47 | ||
| Gallo Del Cielo - Live At Antone's, Austin, TX / January 22 & 23, 1999 | Joe Ely | 7:04 | ||
| Highway 17 | Rodney Crowell | 4:54 | ||
| Too Drunk To Dream | Whiskeytown | 2:53 | ||
| Seven Shells (Crash) | Fred Eaglesmith | 2:24 | ||
| Feed My Monkey | Ramsay Midwood | 3:18 | ||
