Gypsy Tales

Jase Macalpine
Gypsy Tales
Latest episode

483 episodes

  • Gypsy Tales

    MOST REPLAYED: Brian Deegan

    14/03/2026 | 25 mins.
    Brian Deegan is a legendary motocross and FMX pioneer — Multi time X Games Gold Medalist and founder of Metal Mulisha.
    In today's moment, Brian breaks down something deeper than wins and championships: the real reason to teach your kids to ride. It's not about chasing factory rides or percentages. It's about the lifelong bond you build through racing.
    This moment is about parenting, values, and understanding what actually matters when you strip away the results.

    Listen to the full episode → https://open.spotify.com/episode/19wiprjJGWylz3RmZ4tGSn?si=drehOtxvT9ii5mtwnt_Skw
    Watch on YouTube: https://www.youtube.com/watch?v=iGsuyhWVclg
    Brian Deegan: https://thegeneralsarmy.com/
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
  • Gypsy Tales

    CHAPTER 391 Ft. Lizzie Armanto

    13/03/2026 | 3h 28 mins.
    Lizzie Armanto joins us in the studio for Chapter 391 of Gypsy Tales. Lizzie is one of the most influential skateboarders of her generation, helping pave the way for women in skateboarding while building an incredible career of her own. From filming iconic parts with Thrasher Magazine and landing the cover of Thrasher, to turning pro with Birdhouse Skateboards, working alongside Tony Hawk, and creating her signature shoe with Vans, Lizzie has helped change what’s possible for women in skateboarding. She’s even been featured in Vogue, showing how far skate culture has reached beyond the streets. In this Chapter, Lizzie talks about her journey through skateboarding, the evolution of women’s skateboarding, launching YEPA helmets with Tony Hawk, and what it really takes to build a career in skateboarding.

    Gypsy Gang enjoy this chapter and remember to like and subscribe so you never miss a new drop!

    -

    00:00:00 Intro
    00:02:31 What drew Lizzie Armanto to Skate Boarding
    00:13:31 Loving the Process of Skating and Learning New Tricks
    00:17:35 The Artistry of Lizzie's Skating
    00:24:59 The First Tricks Lizzie Mastered
    00:30:49 Lizzies Late Start in Skating
    00:37:39 What the World Has Exposed Us To
    00:41:47 Finding the Positives in Life
    00:49:46 Fist Handwear Ad
    00:51:11 The Biggest Injury of Lizzie's Career
    01:04:56 How Important Visualization Is to Action Sports Athletes
    01:12:35 Finding the Positive in the Hardest Moments
    01:15:41 Lizzie Armonto on Skating in the Olympics
    01:24:13 Being a Girl Growing up in Skate Culture
    01:29:47 Lizzies Parents Influence on Her Life
    01:43:47 Dixxon Flannel Ad
    01:49:11 The love of Competition
    01:54:04 Traveling the World Skating
    02:00:14 When Skating Become Lizzies Career!
    02:09:16 Lizzie Armonto Fire
    02:18:29 Lizzie turns Pro
    02:26:08 Becoming a Monster Athlete
    02:31:05 Moving Across California
    02:33:06 Grateful to be Skating
    02:39:27 Vans The Lizzie
    02:51:25 Cash App Ad
    02:59:33 Lizzies Best Years are Ahead
    03:08:02 LA Home Remodel - Domino Lizzie Armonto
    03:16:31 YEPA - Lizzie Armonto and Tony Hawks Brand
    03:26:59 Thank you Lizzie Armonto

    -

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    👕 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

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    Keep your money secure
    Use code SECURE10
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    Shop YEPA, the helmet brand created by skate legends Tony Hawk and Lizzie Armanto
    https://yepabrand.com/

    🛒 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: [email protected]
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
  • Gypsy Tales

    CHAPTER 390 Ft. Zach Osborne

    10/03/2026 | 3h 52 mins.
    Supercross Champion Zach Osborne sits down to discuss his incredible motocross career—from MXGP World Championship success to Supercross dominance. But this isn't just racing talk. Zach breaks down the philosophy, mental discipline, and life decisions that shaped him after retirement.

    🏆 THIS EPISODE COVERS:
    • The $2.7M year that changed everything
    • Meditation & ego: Why "avoiding ego IS ego"
    • Why he retired at his peak (and has no regrets)
    • The "monk mode" lifestyle choice that reset his mind
    • Training with Ryan Dungey & Aldon Baker
    • MXGP vs. Supercross: The reality
    • Eli Tomac's speed & Jeffrey Herlings' obsession
    • Building ClubMX from scratch
    • Recovery from a broken back
    • Life after professional motocross

    ⏱️ KEY TIMESTAMPS:
    00:00 — Intro
    01:50 — Welcome & Childhood Stories
    25:31 — Amateur Career Deep Dive
    42:17 — Training with Aldon Baker
    55:04 — Ryan Dungey Stories
    01:27:14 — Euro MXGP Era
    02:02:09 — Geico Honda Chapter
    02:32:50 — Path to Supercross Championship
    02:43:13 — First Supercross Title
    02:59:53 — The Financial Reality ($2.7M year)
    03:06:17 — Move to 450 Class
    03:14:32 — Broken Back Recovery
    03:23:51 — Pro Motocross Champion
    03:29:21 — Why He Retired
    03:36:50 — Life After Racing
    03:50:27 — Closing

    💡 WHY THIS EPISODE MATTERS:
    Zach doesn't just talk racing—he breaks down the psychology behind peak performance, the power of meditation and ego management, and why knowing when to walk away is as important as knowing when to push. Essential for anyone interested in elite performance, business strategy, or life balance.

    💵 SPONSORS:
    • CASH APP — Use code SECURE10: https://cash.app/
    • AG1 — http://www.drinkag1.com/gypsytales
    • MOTOSPORT.COM — https://www.motosport.com/?rstr=62946&ls=8vu
    • FIST HANDWEAR — Use code GYPSYGANG for 15% off: http://www.fisthandwear.com

    🛒 MERCH: https://us.gypsy-tales.shop/
    🎙 PODCAST: https://www.youtube.com/channel/UCsBGR5UR7UCyLvNbHSxisFQ
    📸 INSTAGRAM: @gypsytalespodcast
    📩 BUSINESS: [email protected]
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
  • Gypsy Tales

    MOST REPLAYED: Bobby Regan

    08/03/2026 | 20 mins.
    Bobby Regan is the founder of Star Racing Yamaha — the most dominant team in American supercross and motocross over the last decade, developing champions like Cooper Webb, Haiden Deegan, and Eli Tomac. In today's moment, Bobby reveals the one team rule that almost caused a fistfight, why Justin Cooper is the fastest guy on the planet but can't win in supercross, the exact moment he spotted Cole Davies and knew he was special, and the Yamaha Hall of Fame story he didn't even know happened.

    Listen to the full episode here!

    https://pod.link/1335551721

    Watch on YouTube: https://www.youtube.com/watch?v=XMdAQJLFgKc

    Bobby Regan / Star Racing Yamaha: https://www.starracingyamaha.com
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
  • Gypsy Tales

    CHAPTER 389 Ft. Brandon Haas

    05/03/2026 | 3h 35 mins.
    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! #bruntpod

    MOTOSPORT.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% off

    Join 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: [email protected]

    00:00:00 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 #yamaha
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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About Gypsy Tales

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.
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