CHAPTER 387 Ft. Gary Bailey

Episode 490 of the Gypsy Tales podcast, hosted by Jase Macalpine, titled "CHAPTER 387 Ft. Gary Bailey" was published on March 2, 2026 and runs 196 minutes.

March 2, 2026 ·196m · Gypsy Tales

Summary

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. 🎟️ Get tickets here: https://us.gypsy-tales.shop/pages/premiere-screening 🧤 FIST HANDWEAR: http://www.fisthandwear.com CODE: GYPSYGANG for 15% off 👕 DIXXON x Gypsy Tales Flannel 🇺🇸 US: https://www.dixxon.com/products/gypsy-tales-flannel 🇦🇺 AUS: https://www.dixxon.com.au/collections/new-releases/products/gypsy-tales-flannel 🏍 MOTOSPORT.COM: https://www.motosport.com/?rstr=62946&ls=8vu&utm_source=roster&utm_medium=influencer&utm_campaign=-jasonmacalpine-62946 💧 Stay hydrated with SOTA Fuel — Order yours today: https://sotafuel.com/products/sota-fuel-hydration-30-pack?variant=42103959945258 🛒 Shop Gypsy Tales merch: https://us.gypsy-tales.shop/ 🎙 SUBSCRIBE TO THE PODCAST: https://www.youtube.com/channel/UCsBG… 📸 FOLLOW GYPSY TALES ON INSTAGRAM: @gypsytalespodcast 📩 Business Inquiries: [email protected] 🔥 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 #motocross #supercross #garybailey #travispastrana #cooperwebb #jettlawrence #haidendeegan #ryandungey #davidbailey #elitomac #daytona #moto #mx #dirtbikes #gypsytales See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Episode Description