| Redwood Hill | Gordon Lightfoot | 2:51 | |
| Willin' | Commander Cody and His Lost Planet Airmen | 3:38 | |
| Freight Train Boogie | Doc & Merle Watson | 3:02 | |
| A Dog Named Freedom | Kinky Friedman | 2:37 | |
| Sure to Fall | Valerie June | 2:51 | |
| Cortez Sail | Terry Allen | 6:10 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| Smoky Mountain Taxi | Adam Carroll | 3:49 | |
| I Want to Be with You Always | Buddy Miller, Patty Griffin | 3:11 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| I Know You - Live | The Flatlanders | 2:47 | |
| Weight of the World | Western Centuries | 3:22 | |
| Picture Cards | Blaze Foley & the Beaver Valley Boys | 4:13 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Tennessee Blues | Bobby Charles | 5:29 | |
| All Blue | Luke Bell | 3:21 | |
| Officer Norris | Blaze Foley & the Beaver Valley Boys | 3:21 | |
| Blame It On the Wind | Eddie Beethoven, Everydudes, The Flatlanders | 6:43 | |
| Tonight I Think I'm Gonna Go Downtown | Jimmie Dale Gilmore | 2:54 | |
| The Train Carrying Jimmy Rodgers Home | Greg Brown | 3:24 | |
| Time Stands Still | Chris Smither | 3:45 | |
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| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
| You'll Never Again Be Mine | Levon Helm | 3:09 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| King of the Cowboys - Remastered | Amazing Rhythm Aces | 4:00 | |
| Trading Paint | The Texas Gentlemen | 3:09 | |
| The Buck Starts Here | Robbie Fulks | 3:44 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| Wedding Bells | Buddy Miller, Richard Thompson | 4:45 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Parallel Bars | Robbie Fulks | 3:07 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| Highway Cafe | Kinky Friedman | 3:39 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
| Wishbone | Willis Alan Ramsey | 2:46 | |
| Ride 'Em Jewboy | Kinky Friedman | 5:38 | |
| Church St. Blues | Norman Blake | 2:55 | |
| River Of Fools | Logan Ledger | 3:11 | |
| Daddy's Gonna Treat You Right | Commander Cody and His Lost Planet Airmen | 3:05 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Please Be With Me | Cowboy | 3:42 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| Don't Make Me Explain It | Ted Hawkins | 2:37 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| All Just To Get To You | Joe Ely | 4:15 | |