| What of Alicia | Terry Allen | 5:03 | |
| Life Gone Dim | Scott Ballew | 1:56 | |
| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| Burning Still | Bob Childers | 2:56 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| Honeymoon in Cortez | Terry Allen | 2:36 | |
| One More Pair - GemsOnVHS Field Recording | Todd Day Wait, GemsOnVHS | 3:57 | |
| Jesus Was a Capricorn (Owed to John Prine) | Kris Kristofferson | 2:29 | |
| Folsom Prison Blues / That's All Right | The International Submarine Band | 4:23 | |
| Draggin' Shackles | Gary Stewart | 2:26 | |
| The Highway 16 Shuffle | Garrett T. Capps | 3:41 | |
| FFA | Terry Allen | 1:11 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| Oklahoma Hills - Remastered | Arlo Guthrie | 3:27 | |
| Officer Norris | Blaze Foley & the Beaver Valley Boys | 3:21 | |
| 911 | Ramsay Midwood | 4:26 | |
| Motel Time Again | Johnny Paycheck | 2:17 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| Live Forever | Shaver | 3:52 | |
| Weight of the World | Western Centuries | 3:22 | |
| New Delhi Freight Train | Terry Allen | 7:28 | |
Unlock more with Songs Like X Pro |
| Elijah's Church | Steve Earle | 4:23 | |
| Vanlife | Willi Carlisle | 4:46 | |
| Shine, Shave, Shower (It's Saturday) | Lefty Frizzell | 2:35 | |
| Western Family | Chris Acker, The Growing Boys | 3:43 | |
| A Man Like Me | Roger Miller | 2:29 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Way Out West | Marty Stuart And His Fabulous Superlatives | 5:41 | |
| The Bullfighter | Luke Bell | 3:23 | |
| Mercenary Song | Steve Earle | 2:43 | |
| Cigarettes | Josh Okeefe | 2:06 | |
| Poor Boy Blues | Wayne Hancock | 2:20 | |
| La Despedida (The Parting) | Terry Allen | 5:03 | |
| Josie | Kris Kristofferson | 3:11 | |
| 105 | Fred Eaglesmith | 2:48 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| Old Home Place | J.D. Crowe & The New South | 2:48 | |
| Booglie Wooglie Piggy - Live | Will Bradley & His Orchestra, Terry Allen, Ray McKinley | 3:07 | |
| Randall Collins | Norman Blake | 1:55 | |
| Gallo del Cielo | Tom Russell | 6:32 | |
| Lorene | The Louvin Brothers | 2:03 | |
| Feed My Monkey | Ramsay Midwood | 3:18 | |
| Gone To Texas | Terry Allen | 6:22 | |
| Drag 'Em Off The Interstate, Sock It To 'Em, J.P. Blues | Dick Curless | 2:33 | |
| What Are Those Things (With Big Black Wings) - 1995 Box Set Version | Roger Miller | 2:10 | |
| Fly Around My Pretty Little Miss | Ola Belle Reed | 2:00 | |
| Two Six Packs Away - Single Version | Dave Dudley | 2:14 | |
| The Back Side of Dallas | Jeannie C. Riley | 2:36 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |