GYPSY TALES

Chapter 387

Gary Bailey

2 Mar 2026 · 3h 16m

With Gary Bailey

Apple Podcasts Spotify YouTube

Gary "The Professor" Bailey — the godfather of American motocross coaching — joins the Gypsy Tales Podcast for over 3 hours. Gary was the first American to beat European riders in motocross (1969), designed the original Daytona Supercross track, built the very first supercross courses at Ascot Park, Houston & Dallas, and founded America's first motocross school. Over 55 years he's coached Travis Pastrana, Cooper Webb, David Bailey, Damon Bradshaw, Ryan Dungey, and countless others.

In this episode Gary breaks down Jett Lawrence's riding technique, whether Haiden Deegan should've moved to 450s already, Eli Tomac on KTM, what made Travis Pastrana untouchable in the whoops, an unheard Ryan Dungey story, the Evel Knievel era, and his 2026 Supercross predictions. 🎬 Join us for a special screening of 100 Hours with Jo Shimoda live and in person. 📍 March 6th in Indianapolis.

Chapters 24

  1. 0:00Intro
  2. 1:36Welcome Gary Bailey to the Podcast
  3. 13:41Why Using the Clutch is So Important
  4. 20:46Tomac on KTM — Better Than Ever?
  5. 34:36Jett Lawrence's Secret: Play Riding
  6. 54:33When Gary Bailey Started Racing
  7. 1:02:20Supercross Needs to Fix This
  8. 1:09:24What Made Gary Bailey Fall in Love with Motocross
  9. 1:13:40When the Americans First Beat the Europeans
  10. 1:31:01Evel Knievel Changed Jumping Forever
  11. 1:42:22What Track Conditions Make the Best Racing?
  12. 1:47:38Should Haiden Deegan Have Gone 450 Already?
  13. 1:53:27This Small Detail Improves Cornering
  14. 2:00:00Why Travis Pastrana Was So Good in the Whoops
  15. 2:05:01The First Ever Motocross Team
  16. 2:18:09When Motocross Really Took Off in America
  17. 2:31:00Coaching David Bailey
  18. 2:37:47Teaching Riding on Your Toes in the Early 2000s
  19. 2:42:31List of Greats Gary Trained
  20. 2:46:32Working with Travis Pastrana
  21. 2:53:50Travis Pastrana's FMX Career
  22. 3:02:22Unheard Ryan Dungey Story
  23. 3:08:052026 Supercross Season Predictions
  24. 3:10:09Closing

From this episode

All episodes