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August 8, 2025 63 mins

It's the last stop on our road to The Highwaymen with Waylon Jennings! He's an icon of Outlaw Country, and his 1973 record Honky Tonk Heroes combines his diverse musical influences and Billy Joe Shaver's modern cowboy songwriting into a consistent, ramblin' experience. From his humble DJ beginnings to his near brush with the Day The Music Died, we'll uncover how Waylon (not Wayland) became a staple of the Nashville country scene. We'll talk about hits like Black Rose and We Had It All, reminisce about Five & Dimes, and more. The Mixtaper will teach us about an indoor motorcycle, a Big Bird mishap, and a high-stakes Presidential(ish) Mix-Up. Enjoy the album and the episode, and remember.. if it was here, it ain't here no more!


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Thanks for listening!


0:00 Intro

3:22 About Waylon Jennings

12:10 About Honky Tonk Heroes

17:12 Awards & Accolades

18:05 Fact Or Spin

19:00 He Got Stuck In A Big Bird Costume

25:03 Waylon Inspired A Classic TV Gag

28:31 He Fired Up Buddy Holly's Motorcycle In His Hotel Room

31:25 Waylon Had A Presidential Mix-Up

37:24 Album Art

38:18 Honky Tonk Heroes

41:42 Old Five And Dimers (Like Me)

43:38 Willy The Wandering Gypsy And Me

45:12 Low Down Freedom

46:36 Omaha

48:05 You Ask Me To

50:15 Ride Me Down Easy

51:22 Ain't No God In Mexico

52:41 Black Rose

53:53 We Had It All

55:33 Final Spin


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