| Dim Lights, Thick Smoke (And Loud, Loud Music) | Manassas | 2:16 | |
| Bluebird | Buffalo Springfield | 4:35 | |
| Box #10 | Jim Croce | 2:27 | |
| Don't Push (Midnight Cowboy Mix) | Picasso's Trigger, Wilt, Cowboy | 3:48 | |
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Boulder Skies | Pure Prairie League | 4:01 | |
| Folsom Prison Blues / That's All Right | The International Submarine Band | 4:23 | |
| Some of Shelly's Blues | Michael Nesmith | 3:20 | |
| How Can a Poor Man Stand Such Times and Live? | Ry Cooder | 2:46 | |
| Fool Yourself | Little Feat | 3:16 | |
| Montgomery in the Rain | Steve Young | 4:25 | |
| Propinquity | Iain Matthews | 2:51 | |
| You Don't Need to Laugh - 2011 Remaster | Frankie Miller | 3:32 | |
| When the Circus Comes | Los Lobos | 3:16 | |
| Strong Boy | The International Submarine Band | 2:04 | |
| New Delhi Freight Train | Little Feat | 3:44 | |
| Desert Skies | The Marshall Tucker Band | 6:23 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Work Work | Kevin King, Legacy, Cowboy | 3:03 | |
| Roseland Taxi Dancer | Danny O'Keefe | 2:47 | |
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| Gone | John Hiatt | 2:57 | |
| Dance, Dance, Dance | Crazy Horse | 2:11 | |
| Long Face | Bobby Charles | 3:38 | |
| Gypsy Songman | Jerry Jeff Walker | 2:29 | |
| Two Can Do It Too | Amazing Rhythm Aces | 4:27 | |
| Don't Want to Die in Georgia | Brewer & Shipley | 3:47 | |
| Shanty | Jonathan Edwards | 2:35 | |
| Tearjoint | Dan Penn | 2:52 | |
| The Road | Danny O'Keefe | 3:49 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Falling In And Out Of Love | Pure Prairie League | 2:12 | |
| Find a River | Lowell George | 3:44 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| Stick Together | Cowboy | 2:43 | |
| Driftin' Way Of Life | Jerry Jeff Walker | 3:28 | |
| It Probably Always Will | The Ozark Mountain Daredevils | 3:13 | |
| Wishbone | Willis Alan Ramsey | 2:46 | |
| Only Us (feat. Cowboy) | Political Statement, JMoney, Cowboy | 4:25 | |
| Don't Tell Me Your Troubles | Ronnie Hawkins, Duane Allman | 2:14 | |
| Nowhere To Run | Pete Townshend, Ronnie Lane | 3:15 | |
| Treat Me Like A Saturday Night - 2022 Remaster | Joe Ely | 3:03 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| April Fool | Pete Townshend, Ronnie Lane | 3:34 | |
| Alone | stilz moore, Cowboy | 4:12 | |
| Goin' Upstairs | Sam Samudio, Duane Allman | 5:05 | |
| Sad And Deep As You | Dave Mason | 3:36 | |
| Don't Let Me Down | Dillard & Clark | 3:52 | |