| Infamous Angel | Iris DeMent | 3:46 | |
| The Learned Man | F. J. McMahon | 2:40 | |
| Josie | Kris Kristofferson | 3:11 | |
| At The Crossroads | Doug Sahm | 2:09 | |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| Low Down Freedom | Billy Joe Shaver | 2:53 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| The Radio … and Real Life | Terry Allen | 4:45 | |
| Mother Earth | Willie Watson | 3:36 | |
| Wrong Time to Be Right | Sam Doores, Riley Downing, The Tumbleweeds | 4:35 | |
| Looks Like the Feelin's Slowly Dying | Denny Lile | 3:25 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Ohoopee River Bottom Land | Larry Jon Wilson | 3:41 | |
| Are My Thoughts With You | Mickey Newbury | 3:09 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Mexico | Billy Joe Shaver | 3:14 | |
| Hotter Than Mojave in My Heart | Iris DeMent | 2:33 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Cricket's Creed | Sam Doores, Riley Downing, The Tumbleweeds | 7:20 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Passin' Through | Sam Doores, Riley Downing, The Tumbleweeds | 2:46 | |
| Unlock more with Songs Like X Pro |
| Whatever Happened to Jesus (and Maybeline)? | Terry Allen, The Panhandle Mystery Band | 4:37 | |
| Wallflower | Doug Sahm | 2:39 | |
| I Been to Georgia On a Fast Train | Billy Joe Shaver | 2:18 | |
| Take Good Care of Yourself | Chris Darrow | 3:13 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Blue Eyes - Lonesome Version | The International Submarine Band | 2:53 | |
| Working on a Song | Todd Snider | 3:08 | |
| I Know You Really Love Me | Danny O'Keefe | 0:59 | |
| Boomer's Story | Ry Cooder | 4:15 | |
| Don't Think Twice, It's Alright | Steve Young | 4:06 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Seven Bridges Road | Steve Young | 3:38 | |
| Spinnin' On This Rock | Ramsay Midwood | 4:30 | |
| Black River Swamp | Link Wray | 3:59 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
| Jealous Man | Hoyt Axton | 1:20 | |
| So You Say | Michael Hurley | 3:25 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |
| Esther | Ramsay Midwood | 4:37 | |
| In The Plan | Dillard & Clark | 3:00 | |
| Let The Mermaids Flirt With Me | Mississippi John Hurt | 3:21 | |
| Deeper Well | David Olney | 3:07 | |
| Little Birds | Levon Helm | 4:41 | |
| Poor Boy, Long Ways From Home | Mississippi John Hurt | 2:14 | |
| Rock Salt And Nails | Steve Young | 3:42 | |
| Driving Wheel | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 3:46 | |
| Angel Eyes | Willis Alan Ramsey | 3:11 | |
| Take Me Home Jesus | Link Wray | 3:19 | |
