| Red Dirt Boogie, Brother | Jesse Ed Davis | 3:44 | |
| Shawnee Moon | Chris Darrow | 3:32 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| I Know You Really Love Me | Danny O'Keefe | 0:59 | |
| Tried So Hard | Iain Matthews | 3:00 | |
| Jake Lake | Jeff Cowell | 2:22 | |
| Tom Cat | Jim Sullivan | 3:08 | |
| The Hills of Indiana | Lonnie Mack | 3:42 | |
| Mountain Roads | Allan Wachs | 4:19 | |
| Some of Shelly's Blues | Michael Nesmith | 3:20 | |
| We Rap More Mellow | Younger Generation, Cowboy, Kid Creole And The Coconuts, Melle Mel, Mr. Ness, Rahiem | 8:51 | |
| Help Me Now | Jerry Jeff Walker | 3:20 | |
| Honky Tonk Stardust Cowboy | Jonathan Edwards | 3:33 | |
| Neighborhood | Laboy Pharaoh, Cowboy | 3:29 | |
| Don't Push (Midnight Cowboy Mix) | Picasso's Trigger, Wilt, Cowboy | 3:48 | |
| Old Man at the Mill | Iain Matthews | 2:30 | |
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | |
| Catch Me in the Morning | Doug Sahm Tex Mex Trip | 5:07 | |
| The Road | Danny O'Keefe | 3:49 | |
| The Thirty Years War Waltz (for Jo Harvey) | Terry Allen | 6:32 | |
| Cold Snow | Jonathan Edwards | 2:20 | |
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| Tattler | Ry Cooder | 4:19 | |
| Rainy Day Man - 2008 Remaster | Bonnie Raitt | 3:41 | |
| Damn My Nigga | Mr Creepy Loc, Cowboy, Aktive | 4:10 | |
| All Time | Ron Elliott | 2:51 | |
| Pretty Goodbyes | The Souther-Hillman-Furay Band | 3:43 | |
| Happiness Is a Good Place to Visit but It Was so Sad in Fayetteville | Jerry Jeff Walker | 3:25 | |
| Walk on Down the Road | Mason Proffit | 2:57 | |
| Broomstraw Philosophers and Scuppernong Wine | Larry Jon Wilson | 3:12 | |
| Go Sweetly | Jeff Cowell | 3:57 | |
| Some People Call It Music | JD Souther | 3:17 | |
| To See Her Smile | Arrogance | 3:44 | |
| Voice of Change | Mason Proffit | 2:54 | |
| Your Own Back Yard | Dion | 3:50 | |
| Miller's Cave | The International Submarine Band | 2:48 | |
| You Are Not Needed Now | Townes Van Zandt | 4:12 | |
| Shoestrings | Cowboy | 3:25 | |
| At The Crossroads - Alternate Mix | Sir Douglas Quintet | 4:37 | |
| Dreamin' In The Country | James Gang | 2:59 | |
| All My Friends | Cowboy | 4:52 | |
| Spaceship Orion | The Ozark Mountain Daredevils | 3:11 | |
| What I Want Is You | Cowboy | 3:28 | |
| Step Off (feat. Cowboy and Scorpio) - Sugar Hill Mix By the Scratch Perverts' Prime Cuts | The Furious Five, Grandmaster Melle Mel, Cowboy, Scorpio | 6:48 | |
| With Care From Someone | Dillard & Clark | 3:39 | |
| Don't The Moon Look Fat And Lonesome | Joy Of Cooking | 4:10 | |
| Roll On Babe | Ronnie Lane | 3:21 | |
| Riverbend | Link Wray | 2:40 | |
| OVERDOSE | Tonymuthaphukkng, Cowboy, ENOIS SCROGGINS | 4:00 | |
| Rocky Top | Dillard & Clark | 2:46 | |