| Old Man at the Mill | Iain Matthews | 2:30 | |
| Lily of the Valley | Dan Pavlides | 3:00 | |
| Kings And Queens | Loudon Wainwright III | 2:20 | |
| The Hills of Indiana | Lonnie Mack | 3:42 | |
| Accidentally Like a Martyr | Warren Zevon | 3:06 | |
| I Remember It Well | Larry Jon Wilson | 2:43 | |
| Heavenly Fire | The Souther-Hillman-Furay Band | 3:46 | |
| Little Red Rider | Michael Nesmith, The First National Band | 2:39 | |
| The Learned Man | F. J. McMahon | 2:40 | |
| Work Work | Kevin King, Legacy, Cowboy | 3:03 | |
| You Finally Found Your Love | Mason Proffit | 4:23 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| We Rap More Mellow | Younger Generation, Cowboy, Kid Creole And The Coconuts, Melle Mel, Mr. Ness, Rahiem | 8:51 | |
| Tattler | Ry Cooder | 4:19 | |
| Mountain Roads | Allan Wachs | 4:19 | |
| Damn My Nigga | Mr Creepy Loc, Cowboy, Aktive | 4:10 | |
| Grow Too Old | Bobby Charles | 4:02 | |
| Early Morning Riser | Pure Prairie League | 5:06 | |
| Still With You | Caroline Peyton | 2:53 | |
| Big A | Heron | 2:56 | |
| Folsom Prison Blues / That's All Right | The International Submarine Band | 4:23 | |
| Unlock more with Songs Like X Pro |
| America | Kenny Knight | 3:03 | |
| Give Back The Key To My Heart | Sir Doug & The Texas Tornados | 2:47 | |
| Throw a Little Love My Way | Cowboy | 2:56 | |
| Pop Pop | Durden, Cowboy, Fauss, Gizmoh | 4:17 | |
| Rock N' Roll Gypsies | Jesse Ed Davis | 4:14 | |
| King of the Cowboys - Remastered | Amazing Rhythm Aces | 4:00 | |
| Tennessee Blues | Bobby Charles | 5:29 | |
| Married Man's a Fool | Ry Cooder | 3:14 | |
| Bend in the Water | Gordon Lightfoot | 3:00 | |
| The Heartbreaker | The Souther-Hillman-Furay Band | 2:57 | |
| Typical American Boy - Remastered | Amazing Rhythm Aces | 3:28 | |
| My Old Kentucky Home | Ry Cooder | 1:48 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| You | Jimmy Carter and Dallas County Green | 4:14 | |
| My Boy | Cowboy, Da Block Hustlaz | 3:32 | |
| Chain Gang | Jim Ford | 4:18 | |
| Nuevo Laredo | Doug Sahm | 2:41 | |
| Ain't That a Shame | Moby Grape | 2:28 | |
| North Cumberland Blues | Jerry Jeff Walker | 3:28 | |
| Hear My Song (feat. Cowboy & Big Dodd) | Big Dodd, Cowboy | 4:08 | |
| Out On The Side | Dillard & Clark | 3:49 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| Wishbone | Willis Alan Ramsey | 2:46 | |
| Down Along The Cove | Johnny Jenkins | 3:25 | |
| Omaha Rainbow | John Stewart | 3:07 | |
| Where Can You Go? - Live, 1974 / Extended Version | Cowboy, Gregg Allman | 8:10 | |
| That's How Strong My Love Is | Steve Young | 3:41 | |
| I Am A Lonesome Fugitive | Roy Buchanan | 3:44 | |
