

Gypsy Tales
Jase Macalpine
Host Jase Macalpine has spent the last ten years as a Gypsy Film Maker traveling around the world. Gypsy Tales is about the people met along the way, people who have inspired the journey or are just plain interesting.
Episodes
Mentioned books

Mar 5, 2026 • 3h 36min
CHAPTER 389 Ft. Brandon Haas
Brandon Haas built Club MX from nothing into one of the most respected motocross training facilities in the world — then lawsuits, a rider’s death, and a fraudulent contractor nearly destroyed everything he’d built.In Chapter 389 of the Gypsy Tales Podcast, Brandon opens up about the dark years nobody talks about: the lawsuits that almost ended Club MX, partnering with Zach Osborne, why Ken Roczen tested the ClubMX Yamaha, Chad Reed joining the program, and what it really costs to run a Supercross team.🎬 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/pre...🥾 Get $10 Off @BRUNT with code GYPSYGANG at https://bruntworkwear.com/GYPSYGANG! #bruntpodMOTOSPORT.COM: https://www.motosport.com/?rstr=62946&ls=8vu&utm_source=roster&utm_medium=influencer&utm_campaign=-jasonmacalpine-62946🧤 FIST HANDWEAR: http://www.fisthandwear.com CODE: GYPSYGANG for 15% offJoin Troll Training. Get fit and fast 💪 https://www.trolltraining.com🛒 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: ethan@gypsy-tales.com00:00:00 Intro 00:01:18 Welcome Brandon Haas to the Podcast 00:02:54 Jo 100 Hours EAST Premier Announcement 00:03:59 Who was Brandon Haas before Club MX 00:09:43 Brandons Love for MOTO 00:20:53 Partnering with Zach Osborne 00:37:44 The Beginning of Club MX 00:48:06 Brunt Boots Ad 00:49:36 The Hard Years of Running a Business 01:08:21 Club MX’s First Steps into Racing 01:15:47 Motivated to Win 01:24:03 The Politics Behind Running a Race Team 01:28:04 Why Train at Club MX!? 01:32:42 What Mainstream Sports have that Supercross Doesn’t 01:34:38 Chad Reed Joins Club MX 01:40:20 Club Losing Sponsorship Money 01:41:48 Motosport Ad 01:43:34 What Does it Cost to Go Racing!? 01:50:45 Clubs Relationship with Yamaha 01:56:29 How Bad Agents Can Cost Riders Careers 02:10:49 What Club MX Learned from Jeremy Martin 02:24:19 Breaking Down the 2025 Offseason, The Good and the Bad 02:34:39 How Club Can Take the Next Step 02:39:40 FIST Handwear Ad 02:41:04 Ken Roczen Tests the ClubMX Yamaha 02:49:35 Why Managing Personalities is Part of Racing 02:54:09 Lessons Learned From Early Success 02:56:00 Daniel Blairs Roll at Club MX 02:58:34 Why Brandon Haas Invests so Much into His Health 03:09:07 Why Sleep Is so Important 03:21:17 Club MX’s Dream 03:32:43 Closing#clubmx #brandonhaas #supercross #motocross #gypsytales #gypsytalespodcast #smx #yamahaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Mar 3, 2026 • 3h 14min
CHAPTER 388 Ft. Kevin Peraza
X Games gold medalist Kevin Peraza opens up about growing up Mexican American, his dad's sacrifice to give him a shot at BMX, and winning medals in 3 different disciplines. From backyard ramps built by his father — a welder and mechanic from Hermosillo — to standing on top of the X Games podium, this is one of the most powerful stories we've told.This is Kevin’s story. Gypsy Gang, enjoy this chapter of the podcast and be sure to like, comment, and subscribe for more.🎬 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-screeningMonster Energy 🟢https://www.monsterenergy.com/en-us/🛒 Shop Gypsy Tales merch: https://us.gypsy-tales.shop/🎙 SUBSCRIBE TO THE PODCAST: https://www.youtube.com/@gypsytalespodcast?sub_confirmation=1📸 FOLLOW GYPSY TALES ON INSTAGRAM: @gypsytalespodcast📩 Business Inquiries: ethan@gypsy-tales.com00:00:00 Intro00:01:34 Welcome Kevin Peraza to the podcast00:03:03 Kevin Peraza's Story00:14:34 Kevin's Peraza's Mexican American Heritage00:21:52 The Influence of Kevin's Dad00:34:01 When Kevin Realized He Could Go Pro00:48:29 Breakthrough Moment01:04:43 Kevin Peraza's Riding Style01:13:52 Chris Joslin Tre' Flips down El Toro01:21:11 Failing and Trying Again01:25:22 Kevin Peraza - CON TODO - VANS BMX01:40:50 Being in a Monster Energy Ad with Lewis Hamilton01:43:50 Competing in the Free Flow Tour01:48:49 The Hardest BMX Trick to Learn01:51:06 What Made Pat Casey So Special01:57:18 First X Games Appearance02:04:47 Kevin's Career Turning Point02:14:09 The Feeling of Winning X Games Gold02:15:26 Kevin Peraza's First Park Win02:20:47 Winning a n X Games Medal in 3 Disciplines02:33:47 Pat Casey's Impact on the Action Sports Community02:38:28 X Games Osaka BMX Park Best Trick02:48:29 Power of Visualization02:53:24 Be Kind to Yourself03:01:54 Respect to Supercross Riders03:05:47 Kevin Peraza's 2026 Goals03:10:19 Closing#kevinperaza #gypsytales #bmx #xgames #monsterenergy #actionsports #mexicanamerican #bmxparkSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Mar 2, 2026 • 3h 16min
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.🎬 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.comCODE: 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: ethan@gypsy-tales.com🔥 CHAPTERS:00:00:00 Intro00:01:36 Welcome Gary Bailey to the Podcast00:13:41 Why Using the Clutch is So Important00:20:46 Tomac on KTM — Better Than Ever?00:34:36 Jett Lawrence's Secret: Play Riding00:54:33 When Gary Bailey Started Racing01:02:20 Supercross Needs to Fix This01:09:24 What Made Gary Bailey Fall in Love with Motocross01:13:40 When the Americans First Beat the Europeans01:31:01 Evel Knievel Changed Jumping Forever01:42:22 What Track Conditions Make the Best Racing?01:47:38 Should Haiden Deegan Have Gone 450 Already?01:53:27 This Small Detail Improves Cornering02:00:00 Why Travis Pastrana Was So Good in the Whoops02:05:01 The First Ever Motocross Team02:18:09 When Motocross Really Took Off in America02:31:00 Coaching David Bailey02:37:47 Teaching Riding on Your Toes in the Early 2000s02:42:31 List of Greats Gary Trained02:46:32 Working with Travis Pastrana02:53:50 Travis Pastrana's FMX Career03:02:22 Unheard Ryan Dungey Story03:08:05 2026 Supercross Season Predictions03:10:09 Closing#motocross #supercross #garybailey #travispastrana #cooperwebb #jettlawrence #haidendeegan #ryandungey #davidbailey #elitomac #daytona #moto #mx #dirtbikes #gypsytalesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Mar 2, 2026 • 3h 8min
CHAPTER 386 Ft. Rick Johnson
Ricky "RJ" Johnson — 7-time AMA champion and the original supercross bad boy — joins the Gypsy Tales Podcast for over 3 hours.Ricky won 61 AMA national races, held the all-time Supercross wins record, dominated the 250cc and 500cc classes for HRC Honda under Roger De Coster, won 4 Motocross des Nations with Team USA, and was forced to retire at just 25 after a devastating wrist injury at the 1989 Gatorback National. After motocross he won the Baja 1000 twice and earned ASA stock car Rookie of the Year alongside Jimmie Johnson.In this episode Ricky breaks down how good Jett Lawrence really is, whether Haiden Deegan can beat Jett, what signing with Fox Racing was like, Jeffrey Herlings and the European riders, his biggest rivals from the 80s, the brutal reality of motocross media, factory bike advantages, Hunter Lawrence in 2026, 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.comCODE: 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/UCsBGR5UR7UCyLvNbHSxisFQ📸 FOLLOW GYPSY TALES ON INSTAGRAM: @gypsytalespodcast📩 Business Inquiries: ethan@gypsy-tales.com🔥 CHAPTERS:00:00:00 Intro00:01:11 Welcome Ricky Johnson to the Podcast00:04:31 The Crazy History of Motocross00:15:00 Culture Shock00:22:39 Japanese Culture and Their Motocross Fan Base00:29:09 The Riders RJ Has Worked With00:35:46 Working with Roger De Coster & Others in the Moto Industry00:39:34 How Good Is Jett Lawrence?00:49:34 Forced to Retire at 2501:03:21 Staying Active to Stay Healthy01:09:21 RJ Knew He'd Be a Pro Motocross Racer01:31:25 The Brutal Reality of Motocross Media01:51:00 RJ's Biggest Rivals01:58:09 Jeffrey Herlings and Why European Riders Are So Good02:02:16 Signing with Fox Racing02:12:09 Haiden Deegan's Fox Deal02:13:54 Brad Pitt's F1 Movie02:20:36 How Haiden Deegan Can Beat Jett Lawrence02:28:31 Is Hunter Lawrence the Man to Beat in 2026?02:29:46 The Most Stacked Field Ricky Raced02:32:51 Factory Bikes Had a Huge Advantage02:41:37 Starting American Offroad02:51:09 Are Riders Neglecting the Basics?02:52:35 Ricky Johnson Speaks on Jett Lawrence03:00:54 2026 Supercross Predictions03:04:16 The Mid 40003:06:32 Outro#motocross #supercross #rickyjohnson #jettlawrence #haidendeegan #hunterlawrence #jeffreyherlings #foxracing #rogerdecoster #honda #hrc #baja1000 #moto #mx #dirtbikes #gypsytalesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Feb 15, 2026 • 2h 32min
CHAPTER 385 Ft. Liam Lawson
Formula 1 driver Liam Lawson joins us for Chapter 385 of Gypsy Tales. As he prepares to compete in the 2026 Formula 1 season with Visa Cash App Racing Bulls, Liam shares the journey that led him to one of the most competitive seats in motorsport. From growing up in New Zealand to earning his opportunity behind the wheel of a Red Bull Formula 1 car, we dive into the defining moments that shaped his career and the mindset required to perform at the highest level of the sport. Liam also opens up about what it was really like inside the Red Bull environment alongside Max Verstappen, what he learned from observing a multiple time World Champion up close, and his time working alongside Daniel Ricciardo, including the dynamics, expectations, and pressure that come with racing inside one of Formula 1’s most scrutinized teams. We talk about handling pressure, seizing opportunity when it comes, and what it truly feels like to race in Formula 1, where every decision happens at 300 km per hour and the margin for error is razor thin. This is a conversation about belief, preparation, and rising to the moment on motorsport’s biggest stage.💵 CASH APPKeep your money secureUse code SECURE10https://cash.app/ 🧤 FIST HANDWEAR: http://www.fisthandwear.com CODE: GYPSYGANG for 15% off👕 DIXXON: http://www.dixxonquality.com.au🏍 MOTOSPORT.COM: https://www.motosport.com/?rstr=62946&ls=8vu&utm_source=roster&utm_medium=influencer&utm_campaign=-jasonmacalpine-62946🔵 Find your destination and go on an adventure with Destination Yamaha. Explore all the bikes, tours, and experiences here: https://www.yamahamotorsports.com/destination-yamaha00:00:00 Intro00:01:56 Welcome Liam Lawson to the Podcast00:02:33 Kim Karadashian and Lewis Hamilton Dating Rumors00:14:24 Cash App Ad00:16:02 Liam Lawson's Competitive Approach that Got Him to F100:29:52 Liam Lawson's Path to Formula 100:41:55 Fist Handwear Ad00:43:18 The Chances of Becoming an F1 Driver00:55:24 Nothing Compares to Formula 101:08:16 Dixxon Flannel Ad01:09:07 An Inside Look at the Life of a Formula 1 Driver01:15:45 What was the Red Bull F1 Car Really LIke?01:25:47 Max Verstappen's Crazy F1 Saves01:30:30 Entering the Flow State in F101:36:15 Motosport Ad01:38:02 What Separates the Best Drivers in F101:48:59 Liam's Love for Two Wheels02:00:43 The Haka and New Zealand Culture02:03:47 Liam Lawson Thoughts on Haiden Deegan02:15:06 Destination Yamaha Ad02:16:32 New F1 Car for 202602:24:40 Closing02:31:25 EndSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Feb 12, 2026 • 2h 19min
CHAPTER 384 Ft. Connor Zilisch
Connor Zilisch, NASCAR’s rising star, joins us for Chapter 384. His journey didn’t follow the traditional American racing path. It started in go-karts, where he became a world champion and beat drivers who now compete in Formula 1. Many believed his future was overseas chasing the F1 dream, but Connor’s road led him back home. Instead of Europe, he chose to build his career racing NASCAR here in America. Ten victories in his rookie Xfinity Series season later, he’s now making the jump to the Cup Series, stepping into the arena with the very best in the sport. This is the story of a young driver who took a different path and might just change NASCAR because of it.Gypsy Gang, as always, thanks for watching. Make sure to like, subscribe, and hit that notification bell so you never miss a new video!Motosport.comhttp://www.motosport.comDIXXON FLANNEL:US 🇺🇸:https://www.dixxon.com/products/gypsy-tales-flannel?srsltid=AfmBOoqrfeo5qXJKfpnnZpUMapDkyCUniuPeqkDWDfYkbwX03iAQY6hxAUS 🇦🇺:https://www.dixxon.com.au/collections/new-releases/products/gypsy-tales-flannel🛒 Shop Gypsy Tales merch: https://us.gypsy-tales.shop/ 🎙 SUBSCRIBE TO THE PODCAST: https://www.youtube.com/channel/UCsBG… 📸 FOLLOW GYPSY TALES ON INSTAGRAM: @gypsytalespodcast00:00:00 Intro00:01:55 Welcome Conor Zilisch to the Podcast00:05:39 Dixxon Flannel Ad00:06:30 Why Conor's such a fan of two wheel Motorsports00:10:44 Down FOrce in NASCAR and F100:16:06 What's Max Verstappen Really Like?00:23:33 Conor's Path to NASCAR00:31:37 The Pressure of the NASCAR Playoff Format00:41:06 Motosport Ad00:42:50 Go Karts to NASCAR - Unconventional Path00:45:10 Racing Kimi Antonelli00:54:15 How Connor Got Introduced to Go Kart Racing01:03:17 Why NASCAR over Formula One!?01:08:39 Connor's Relationship with His Parents01:12:41 Adjusting to Oval Track Racing01:21:49 FIST Handwear Ad01:23:14 Breaking Records in NASCAR01:33:02 The jump from Xfinity to the Cup Series01:51:19 Destination Yamaha Ad01:52:44 NASCAR Street Course Era01:54:36 Winning a Rolex Dytona01:59:00 The F1 Movie Ft. Brad Pitt02:02:07 What It's Really Like Driving a NASCAR Cup Car02:08:13 Will Connor ever Race Formula 1?02:11:32 Connor Zilisch Goals for 202602:14:50 Druski at NASCAR02:18:28 ClosingSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Feb 8, 2026 • 2h 42min
CHAPTER 383 Ft. Rickie Fowler
Rickie Fowler joins us for Chapter 383 of the Gypsy Tales Podcast for an epic crossover conversation between professional golf and motocross. The PGA Tour fan favorite opens up about his toughest career moments, his deep love for moto, breaking down Supercross racers' golf swings, and how he helped change golf's image forever.From his unwavering commitment to Cobra Golf to chasing the flow state on Tour, Rickie gives one of his most candid interviews yet. Plus, the guys dive deep into the 2026 Supercross season, Eli Tomac's move to KTM, Chase Sexton's switch to Kawasaki, Jett Lawrence's dominance, Haiden Deegan backing up the talk, and how Tiger Woods transformed the game.💵 CASH APPKeep your money secureUse code SECURE10https://cash.app/ Motosport.comhttp://www.motosport.com🥾 Get $10 Off @BRUNT with code GYPSYGANG at https://bruntworkwear.com/GYPSYGANG! #bruntpod US 🇺🇸:https://www.dixxon.com/products/gypsy-tales-flannel?srsltid=AfmBOoqrfeo5qXJKfpnnZpUMapDkyCUniuPeqkDWDfYkbwX03iAQY6hxAUS 🇦🇺:https://www.dixxon.com.au/collections/new-releases/products/gypsy-tales-flannel🧤 FIST HANDWEAR: http://www.fisthandwear.com CODE: GYPSYGANG for 15% off🛒 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 00:00:00 Intro 00:01:38 Welcome Rickie Fowler to the Podcast 00:10:25 Cash App Ad 00:12:02 2026 Supercross Season 00:17:09 Eli Tomac's Switch to KTM 00:24:37 Chase Sextons Switch to Kawasaki 00:26:27 Rickie Fowlers Commitment to Cobra 00:33:37 Motosport Ad 00:35:23 Jorge Prado's Career Bounce Back 00:41:10 Rickie Fowlers Toughest Moment 00:46:04 The Fine Line in Golf 00:53:49 Alpinestars Tech-Air Saved Justin Barcia 00:57:38 Rickie Fowler's Love for MOTO 01:01:59 Rickie Fowler Breaks Down Supercross Racers Golf Swings 01:15:25 Brunt Boots Ad 01:16:56 Rickie Fowler's Birdie on the 16th Hole 01:20:55 Why Rickie Fowler Doesn't Ride Dirt Bikes Anymore 01:26:26 Reaching the Flow State on the PGA Tour 01:32:59 The Best Rounds of Rickie Fowlers Career 01:38:34 Why Golf is so Entertaining to Watch 01:41:32 How Tiger Woods Changed Golf 01:46:00 Fist Handwear Ad 01:47:24 Golf Rapidly Grew During Covid - 19 01:49:51 Iconic Moto Movies 01:52:12 The Growth of Supercross 01:59:40 Jett Lawrence's Dominant Era 02:02:06 Haiden Deegan Backing Up the Talk 02:08:16 How Rickie Fowler Changed Golf's Image 02:15:41 Dixxon Flannel Ad 02:16:32 Rickie Fowlers Dream of Becoming a Red Bull Athlete 02:20:49 The Endurance Required to Compete at Golf's Highest Level 02:25:49 Motocross is So Gnarly 02:33:59 Predicting the Supercross Championship 02:37:20 Ducati Came in Swinging 02:38:24 Waste Management Open 02:40:47 ClosingSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Feb 8, 2026 • 2h 51min
CHAPTER 382 Ft. Antonio Cairoli
Antonio Cairoli joins us for Chapter 382, and this is a special one. Antonio is a true legend of motocross, a 9 time World Champion who raced head to head with nearly every defining name of the past 20 years and helped shape an entire era of the sport. In this chapter, Tony walks us through his journey from growing up in Sicily, Italy, to becoming one of the most dominant riders motocross has ever seen, reflecting on his rise to the top, his championship years with KTM, winning multiple world titles on the 350, and the fiercest rivalries that pushed him to greatness. Now stepping into a new role with Ducati, Tony continues to give back to the sport that gave him everything, carrying forward his Italian heritage while helping shape the future of motocross through experience, leadership, and legacy. Gypsy Gang enjoy this chapter and remember to like and subscribe so you never miss a new drop!💵 CASH APPKeep your money secureUse code SECURE10https://cash.app/ 🖼️ Shop Aura FramesFrame the moments that matter mosthttps://auraframes.com/💪 BUBS NATURALS Collagen ProteinFuel your body. Support recovery.https://www.bubsnaturals.com🥾 Get $10 Off @BRUNT with code GYPSYGANG at https://bruntworkwear.com/GYPSYGANG! #bruntpod The most potent & natural testosterone stack on Earth 💪Check it out here: https://mengotomars.com/🛒 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 00:00:00 Intro00:01:15 Who's the GOAT of MXGP!?00:04:48 Cash App Ad00:06:25 What Herlings said about the GOAT Debate00:12:13 Tony's Unique Approach to Training00:20:35 Why Tony's Still Loves Moto00:27:58 Aura Frames Ad00:29:15 Growing up in Sicily, Italy & Falling in Love With Two Wheels00:39:46 The Start of Tony's World Championship Career00:49:18 Tony NEVER thought He'd be a World Champion00:54:03 Signing with De Carli Yamaha (Tony's Breakthrough)00:57:35 How Tony Became a Better Sand Rider01:05:00 Jorge Prado's Rough Pro Motocross Season01:06:19 Bubs Naturals Ad01:08:11 Winning His First World Championship Race01:13:47 Tony's Toughest Competitors01:24:09 The Best Riders Tony Raced Against01:28:07 Tony Knows He's the GOAT of MXGP01:34:53 Adjusting to Life as a World Champion01:47:01 Brunt Boots Ad01:48:30 Racing the Americans at MXON01:53:18 Is Stefan Everts an All Time Great?01:54:28 MXGP Dominance for 6 Straight Years01:58:14 Signing with KTM and Racing the 35002:04:27 How MXGP Teams Operate Like MotoGP Teams02:13:25 Why Tony Cairoli Switched Back to the 45002:15:51 Men go to Mars Ad02:17:30 The Real Reason Tony Retired02:21:29 Tony on Racing in America02:26:21 How MXGP Bikes Differ From American Race Bikes02:28:36 It's a Massive Change! MXGP to Pro Motocross02:31:29 The Ducati 250 Is Being Built!02:36:44 Testing MotoGP Bikes and F1 Cars02:45:17 Signing with Troy Lee Designs02:46:20 Tony's Biggest Accomplishment02:48:42 ClosingSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Jan 29, 2026 • 1h 55min
CHAPTER 381 Ft. Bobby Regan
Bobby Regan joins us for Chapter 381. Bobby has taken Star Racing Yamaha from a small privateer operation to the most dominant team in the sport over the last decade, leading riders like Cooper Webb, Haiden Deegan, and Eli Tomac to championships. Bobby shares his story from his younger years to where the team is today, opens up about how gambling helped fund the early days of Star Racing Yamaha, and breaks down the team dynamics and tactics he used to get the most out of his riders—including pinning Cooper Webb and Jeremy Martin against each other. He also explains why he was so committed to Cooper Webb, what he saw in him early on, and even shares what Haiden Deegan is really like as both an athlete and a person.Gypsy Gang, as always, thanks for listening. Drop a comment, like, and subscribe!Monster Energy 🟢https://www.monsterenergy.com/en-us/Get the Gypsy Tales Dixon Flannel!US 🇺🇸:https://www.dixxon.com/products/gypsy-tales-flannel?srsltid=AfmBOoqrfeo5qXJKfpnnZpUMapDkyCUniuPeqkDWDfYkbwX03iAQY6hxAUS 🇦🇺:https://www.dixxon.com.au/collections/new-releases/products/gypsy-tales-flannelThe most potent & natural testosterone stack on Earth 💪Check it out here: https://mengotomars.com/🖼️ Frame your biggest momentshttps://auraframes.com/🧤 FIST HANDWEAR: http://www.fisthandwear.com CODE: GYPSYGANG for 15% off🛒 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 00:00:00 Intro 00:01:30 Welcome Bobby Regan to The Podcast 00:02:57 A Brief Background on Bobby 00:08:37 Dixxon Flannel Ad 00:09:28 Rewinding to the Start of Bobbys Career 00:16:50 How Star Racing Yamaha Began 00:20:43 The Stewart Family 00:22:34 How Star Racing Became a Winning Team 00:35:20 Aura Frames Ad 00:36:36 Gambling Stories 00:41:24 Bobby's Secret to Success 00:48:28 Buying the Goat Farm and Becoming Dominant 00:57:07 Star Racing Yamaha's First Champion! Jessica Patterson 01:01:42 Men go to Mars Ad 01:03:21 Star Racings First Pro Motocross Championship 01:13:20 What Cooper Webb's 2025 Supercross Championship Meant 01:17:44 Losing Chase Sexton to Geico Honda 01:21:20 Eli Tomac 01:22:37 What is Haiden Deegan Really like!? 01:26:21 Untold Haiden Deegan Story 01:27:26 Why Riders Leave the Program 01:30:12 Star Racing's Next Champion 01:32:19 Fist Handwear Ad 01:33:45 Star Racings Biggest Rule 01:39:00 Cole Davies Whoop Speed 01:40:59 Millsaps Training Facility 01:42:20 Best Rookie Season Ever!? 01:46:44 Australias Next Champion!? Blake Bohannon 01:48:51 What you Need to Know about Bobby Regan 01:54:01 Haiden Deegan is like a Son to Bobby 01:54:44 OutroSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Jan 27, 2026 • 3h 9min
CHAPTER 380 Ft. Brian Deegan
Brian Deegan joins us for Chapter 380. Brian Deegan has accomplished a lot in both freestyle motocross and business, but most importantly in raising a family and passing those lessons on to his children. Now Brian is taking a step back from his heavy involvement in Haiden and Hailie’s programs and sharing the knowledge he’s gained from competing, building business, and raising kids with his community. Introducing The General’s Army, a powerful network of high-achievers who share strategies, connections, and success together. In this chapter, we dive into everything Brian is doing with the General’s Army, talk about Haiden moving to the 450 class, and Metal Mulisha making a comeback and launching in Australia. Gypsy Gang, as always, thanks for watching. Drop a comment below, share this chapter with a friend, and hit subscribe so you never miss a new drop.Monster Energy 🟢https://www.monsterenergy.com/en-us/🥾 Get $10 Off @BRUNT with code GYPSYGANG at https://bruntworkwear.com/GYPSYGANG! #bruntpod The most potent & natural testosterone stack on Earth 💪Check it out here: https://mengotomars.com/🖼️ Frame your biggest momentshttps://auraframes.com/💧 Order SOTA Fuel “Gypsy Juice” https://sotafuel.com/products/sota-fuel-hydration-30-pack?variant=42103959945258 Join The General’s Army and train, learn, and connect with Brian Deegan 🪖https://thegeneralsarmy.com/🛒 Shop Gypsy Tales merch: https://us.gypsy-tales.shop/ 🎙 SUBSCRIBE TO THE PODCAST: https://www.youtube.com/channel/UCsBG… 📸 FOLLOW GYPSY TALES ON INSTAGRAM: @gypsytalespodcast00:00:00 Intro00:01:04 Welcome Brian Deegan to the Podcast00:01:33 General's Army00:11:08 SOTA FUEL taste00:12:42 Avoiding unhealthy foods00:14:58 Brian sharing his knowledge00:21:13 Disciplining his Children00:26:15 Social Media / Speaking00:29:56 Reading questions on the General Army00:34:44 Why do you do what you do?00:38:19 How much things have changed every decade00:43:33 Working on your relationships00:49:02 A message to motocross parents00:56:14 Haiden still loving Moto01:01:14 Investing in yourself01:05:12 100 Hours with Jo / Money is suppose to come and go01:20:00 God bless America01:22:43 The Deegans fly private01:26:43 Live calls with Brian Deegan zoom call01:29:51 Brians involvement in Haiden's program going into the 450 Class01:34:53 Deegan taking out Max Anstie01:55:11 Haiden's changing the sport02:03:58 The only person you can fix is yourself02:13:58 Racing WSX02:19:58 South African Motocross fans02:25:38 Hows Haiden riding the 45002:31:58 Wrecking rental cars02:35:16 DEEGAN vs GYPSY Bike Build02:42:34 Jo Shimoda Premier02:45:25 More brands entering the sport02:48:25 Electric bikes are taking over02:51:25 Metal Mulisha expands to Australia02:58:25 Haiden Deegan signs with Fox'03:03:25 Haiden Deegan to the 450 Class03:08:19 Closing#monsterenergy #supercross #moto #podcastSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.


