| Bend in the Water | Gordon Lightfoot | 3:00 | |
| An American Dream | Danny O'Keefe | 5:14 | |
| Shawnee Moon | Chris Darrow | 3:32 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| We Rap More Mellow | Younger Generation, Cowboy, Kid Creole And The Coconuts, Melle Mel, Mr. Ness, Rahiem | 8:51 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| Blue Railroad Train | Geoff & Maria Muldaur | 3:01 | |
| Say That You Love Me | Loudon Wainwright III | 2:29 | |
| Cold Snow | Jonathan Edwards | 2:20 | |
| Ohoopee River Bottom Land | Larry Jon Wilson | 3:41 | |
| Down Drinking at the Bar | Loudon Wainwright III | 3:57 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| Medley: The Back Porch and a Fruit Jar Full of Iced Tea | Michael Nesmith | 8:13 | |
| This Ol' Cowboy | The Marshall Tucker Band | 6:44 | |
| Tennessee Blues | Bobby Charles | 5:29 | |
| Like a Fox | Manassas | 2:58 | |
| Spirit of a Woman | American Flyer | 2:32 | |
| Kings And Queens | Loudon Wainwright III | 2:20 | |
| Slippin' Away | Chris Hillman | 3:27 | |
| Why You Been Gone So Long, Pt. 1 | Mickey Newbury | 3:28 | |
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| Brother Flower | Townes Van Zandt | 2:59 | |
| Time Is Now | Kevin King, Latay, Cowboy, Legacy | 3:46 | |
| Propinquity | Iain Matthews | 2:51 | |
| Summer Brings the Sunshine | Jimmy Carter and Dallas County Green | 4:20 | |
| America | Kenny Knight | 3:03 | |
| Highway in the Wind | Arlo Guthrie | 2:41 | |
| Down Down Down - Demo | Buffalo Springfield | 2:15 | |
| Cocktails for Three | Terry Allen | 2:57 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| The Way Loves Goes | Dickey Betts, Great Southern | 4:59 | |
| Anna Mani Manai | Timmy, Cowboy | 2:24 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |
| Green Rocky Road | Tim Hardin | 2:18 | |
| HookLess Freestyle (feat. Cowboy) | Poobs Doobs, Cowboy | 4:12 | |
| African Rules - Original Mix | DJ Care, Cowboy | 6:23 | |
| Corner Street Bar | Dillard & Clark | 3:33 | |
| Dallas Alice | Sir Douglas Quintet | 3:12 | |
| Waiting For A Train | Boz Scaggs, Duane Allman | 2:41 | |
| Only Us (feat. Cowboy) | Political Statement, JMoney, Cowboy | 4:25 | |
| Blue Ridge Mountains | Townes Van Zandt | 2:10 | |
| Use Your Situation | Cowboy | 3:12 | |
| BE MINE | Tonymuthaphukkng, Cowboy | 4:50 | |
| S'yabuya | Unruly Phoenix, Scott's Maphuma, ScoobySteeze, Tex P, Cowboy | 6:17 | |
| Something's Wrong | Dillard & Clark | 2:50 | |
| Be My Woman Tonight | Al Anderson | 2:43 | |
| Long Road Ahead | Jim Ford | 2:53 | |
| Alone | stilz moore, Cowboy | 4:12 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
