| Josie | Kris Kristofferson | 3:11 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| Atlanta's Burning Down (2024 Remaster) | Dickey Betts, Great Southern | 4:29 | |
| Old Man at the Mill | Iain Matthews | 2:30 | |
| All Time | Ron Elliott | 2:51 | |
| The Learned Man | F. J. McMahon | 2:40 | |
| Neighborhood | Laboy Pharaoh, Cowboy | 3:29 | |
| My Old Kentucky Home | Ry Cooder | 1:48 | |
| Every Hand in the Land - Remastered | Arlo Guthrie | 2:20 | |
| To See Her Smile | Arrogance | 5:33 | |
| Washita Love Child (with Eric Clapton) | Jesse Ed Davis, Eric Clapton | 3:49 | |
| Don't Push (Midnight Cowboy Mix) | Picasso's Trigger, Wilt, Cowboy | 3:48 | |
| I Don't Get It | Cowboy | 4:29 | |
| Give Back The Key To My Heart | Sir Doug & The Texas Tornados | 2:47 | |
| Willin' | Commander Cody and His Lost Planet Airmen | 3:38 | |
| The Hills of Indiana | Lonnie Mack | 3:42 | |
| Homemade Songs | Bobby Charles | 3:41 | |
| Anything You Want - Remastered | Amazing Rhythm Aces | 3:50 | |
| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| One Road More | The Flatlanders | 2:38 | |
| Does He Hide | Kenny Knight | 3:22 | |
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| Slippin' Away | Chris Hillman | 3:27 | |
| Deep, Dark and Dreamless | The Souther-Hillman-Furay Band | 5:37 | |
| Feelin Easy | Terry Allen, The Panhandle Mystery Band | 3:01 | |
| It's About Time | Guy Clark | 4:56 | |
| The Question (Obviously) | Danny O'Keefe | 3:39 | |
| Southbound | Commander Cody and His Lost Planet Airmen | 2:20 | |
| Tarkio Road | Brewer & Shipley | 4:32 | |
| Letter to the North Star - 1998 Remastered Version | Hot Tuna | 2:31 | |
| Hospitality Song | Barefoot Jerry | 4:48 | |
| Don't Think Twice, It's Alright | Steve Young | 4:06 | |
| The Ballad Of Laverne And Captain Flint | Guy Clark | 3:54 | |
| Sumpin' Funky Going On | Donnie Fritts | 2:54 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
| Tule's Blues - Remastered | Warren Zevon | 3:35 | |
| Jackknife / The Red Newt | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 3:30 | |
| Kenny's Song | Steve Young | 4:09 | |
| Standing On The Rock | The Ozark Mountain Daredevils | 3:54 | |
| Spinnin' On This Rock | Ramsay Midwood | 4:30 | |
| Only Us (feat. Cowboy) | Political Statement, JMoney, Cowboy | 4:25 | |
| Something's Wrong | Dillard & Clark | 2:50 | |
| Don't Tell Me Your Troubles | Ronnie Hawkins, Duane Allman | 2:14 | |
| I'll Kiss The World Goodbye | J.J. Cale | 1:47 | |
| L.S.H. | Disbanded the Band, Cowboy | 5:05 | |
| Long Time Gone | Dickey Betts | 4:31 | |
| Been Gone Too Long | Hour Glass | 3:02 | |
| Solid Gold Plated Fool | Delbert McClinton | 3:04 | |
| Just Ain't Fair | NRBQ, The Whole Wheat Horns | 3:01 | |
| Here Tonight | Gene Clark | 3:27 | |