| Trilogy (Circa 1967) | Loudon Wainwright III | 3:11 | ||
| Shake off the Demon | Brewer & Shipley | 3:15 | ||
| Whiskey In The Jar | Jerry Garcia, David Grisman | 4:15 | ||
| Going Away | The Flatlanders | 5:04 | ||
| Infamous Angel | Iris DeMent | 3:46 | ||
| Dixie Chicken | Little Feat | 3:59 | ||
| Heavenly Fire | The Souther-Hillman-Furay Band | 3:46 | ||
| Ruby | Dave Rawlings Machine | 4:54 | ||
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | ||
| The Persecution and Restoration of Dean Moriarty - On the Road | Aztec Two-Step | 4:16 | ||
| A.M. World | Loudon Wainwright III | 2:31 | ||
| Tarkio Road | Brewer & Shipley | 4:32 | ||
| Stop and Start It All Again | Johnathan Edwards | 3:00 | ||
| Marie Marie | Dave Alvin, The Guilty Women | 3:29 | ||
| The Free Mexican Airforce | Peter Rowan | 6:01 | ||
| I'm Not Gonna Cry | Loudon Wainwright III | 2:06 | ||
| Alabama Rain | Jim Croce | 2:14 | ||
| Winsome Smile | Chris Smither | 3:34 | ||
| All Around The Kitchen | Dan Zanes, Friends, Loudon Wainwright III | 2:49 | ||
| Carl Perkins' Cadillac | Drive-By Truckers | 5:26 | ||
| Look the Other Way | Justin Townes Earle | 2:29 | ||
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| That's What I Like About the South | Commander Cody and His Lost Planet Airmen | 2:35 | ||
| Borderless Love | The Flatlanders | 3:16 | ||
| The Fast One | JD Souther | 3:08 | ||
| Traveling Alone | Tift Merritt | 4:44 | ||
| Willin' | Little Feat | 2:54 | ||
| Big Cheeseburgers & Good French Fries | Blaze Foley | 2:14 | ||
| White Winos | Loudon Wainwright III | 2:59 | ||
| I Don't Know You | New Riders of the Purple Sage | 2:28 | ||
| The Way It Goes | Gillian Welch | 4:01 | ||
| Tear-Stained Letter | Richard Thompson | 4:42 | ||
| Stewball | Mason Proffit | 3:32 | ||
| Dilated to Meet You | Loudon Wainwright III | 2:03 | ||
| Let the Mystery Be | Iris DeMent | 2:46 | ||
| Poor Poor Pitiful Me | Warren Zevon | 3:05 | ||
| And When I Die | Blood, Sweat & Tears | 4:04 | ||
| The Swimming Song | Loudon Wainwright III | 2:27 | ||
| Church | Lyle Lovett | 6:01 | ||
| Log Driver's Waltz | Kate & Anna McGarrigle | 2:47 | ||
| Box #10 | Jim Croce | 2:27 | ||
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | ||
| When Sinatra Played Juarez | Tom Russell | 3:37 | ||
| Pencil Thin Mustache | Jimmy Buffett | 2:53 | ||
| Big Things | Ted Hawkins | 2:42 | ||
| Reason To Believe | Tim Hardin | 1:59 | ||
| Blowing Down That Dusty Road | Country Joe McDonald | 2:38 | ||
| The Lady Came From Baltimore | Tim Hardin | 1:49 | ||
| California Song | Ted Hawkins | 4:06 | ||
| Ride 'Em Jewboy | Kinky Friedman | 5:38 | ||
