CHAPTER 387 Ft. Gary Bailey

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.

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🔥 CHAPTERS:

00:00:00 Intro

00:01:36 Welcome Gary Bailey to the Podcast

00:13:41 Why Using the Clutch is So Important

00:20:46 Tomac on KTM — Better Than Ever?

00:34:36 Jett Lawrence's Secret: Play Riding

00:54:33 When Gary Bailey Started Racing

01:02:20 Supercross Needs to Fix This

01:09:24 What Made Gary Bailey Fall in Love with Motocross

01:13:40 When the Americans First Beat the Europeans

01:31:01 Evel Knievel Changed Jumping Forever

01:42:22 What Track Conditions Make the Best Racing?

01:47:38 Should Haiden Deegan Have Gone 450 Already?

01:53:27 This Small Detail Improves Cornering

02:00:00 Why Travis Pastrana Was So Good in the Whoops

02:05:01 The First Ever Motocross Team

02:18:09 When Motocross Really Took Off in America

02:31:00 Coaching David Bailey

02:37:47 Teaching Riding on Your Toes in the Early 2000s

02:42:31 List of Greats Gary Trained

02:46:32 Working with Travis Pastrana

02:53:50 Travis Pastrana's FMX Career

03:02:22 Unheard Ryan Dungey Story

03:08:05 2026 Supercross Season Predictions

03:10:09 Closing

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