The Maverick Show: Global Travel Stories & Life Beyond Borders

Learn how purpose, visualization, and small wins can turn a bold life reinvention into achievable goals at any age.

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Get the Monday Minute my weekly email with 3 personal recs for travel, culture, and living beyond borders you can read in 60 seconds.

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ON THIS EPISODE

Business coach Sarah Gregg shares her story of how she and her husband Chris quit their jobs and sold their house, car and all their stuff to pursue their dream of starting their own business and travelling the world full time. After landing major corporate clients like IKEA and helping the European Commission create an entrepreneurial accelerator program, Sarah talks about why she founded her company, The Power to Reinvent, which helps businesses and individuals achieve their goals in less time. She discusses the importance of establishing “purpose”, having clear direction, a detailed vision of your next chapter, and getting your “why” right. Sarah then explains how to power up your subconscious, use visualization techniques, and set your goals in the positive. She shares specific exercises for how to find your passions, set P.O.W.E.R. goals, break them down into small achievable goals, and reward yourself for small victories. She emphasizes you are never too old to completely reinvent yourself and talks about how to use Neuro Linguistic Programming (NLP) techniques to transcend limiting beliefs. She gives advice to married couples about how to live, work and travel together in ways that enhance your relationship, and how to be an effective business partner with your spouse. She shares her morning routine, how she meditates, and emphasizes the importance of unplugging on the weekend. She concludes by recommending her favorite place on earth which is a secret island that is completely off grid with no roads or internet and just pristine white sand beach and jungle.

→ Full show notes with direct links to everything discussed are available here.

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FIND YOUR NEXT EPISODE

Explore The Maverick Show Starter Packs — some of my favorite conversations curated by theme so you can easily find the episodes that match your interests.

============================

FREE RESOURCES FOR YOU

See my Top 10 Travel Apps

See my Top 10 Books that Shaped the Way I Travel

See my 7 Keys For Building A Remote Business (Even in a space that’s not traditionally virtual)

Watch my Video Training on Stylish Minimalist Packing so you can join #TeamCarryOn

See the Travel Gear I Use and Recommend

See How I Produce The Maverick Show Podcast (The equipment, services & vendors I use)

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ENJOYING THE SHOW?

Follow The Maverick Show on Instagram and DM Matt to continue the conversation

Please leave a rating and review — it really helps the show and I read each one personally

Support the show by buying me a coffee — espressos help me produce significantly better podcast episodes!

Hear how a shattered surfing dream sparked repeated reinvention and the systems that sustain a long-term life abroad.

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Get the Monday Minute my weekly email with 3 personal recs for travel, culture, and living beyond borders you can read in 60 seconds.

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ON THIS EPISODE

Long-term digital nomad Kristin Wilson speaks publicly for the first time about how she completely burned out at age 21 and had a grand-mal seizure just months after winning the U.S. National Collegiate Surfing title, dashing her dreams of professional surfing and forcing a major life pivot. She talks about how she reinvented herself and went on to sell tens of millions of dollars of real estate in Central America, and landed an appearance on House Hunters International with a Danish Lord and a Brazilian model. She then tells the story of how she pivoted again when online gaming regulations changed in the U.S. and she saw an opportunity to build a business helping professional online poker players physically relocate outside of the U.S. She talks about how she founded and expanded that company, attracting the attention of ESPN, Bloomberg and other major media outlets. She opens up about her personal journey living primarily outside her home country of the U.S. since 2003, in over 50 countries, and shares the strategies and tactics she has developed for sustaining an itinerant digital nomad lifestyle over the long-term. She explains how to create community support structures, how to optimize work-life balance amidst the excitement of travel, and how to culturally adapt and form deep connections with each place you live to mitigate loneliness and travel fatigue. She then shares her personal morning routine, productivity hacks, and recommends a very remote travel destination with one of the highest concentrations of plant and animal life in the world, where you can see colorful toucans flying around and very few people.

→ Full show notes with direct links to everything discussed are available here.

============================

FIND YOUR NEXT EPISODE

Explore The Maverick Show Starter Packs — some of my favorite conversations curated by theme so you can easily find the episodes that match your interests.

============================

FREE RESOURCES FOR YOU

See my Top 10 Travel Apps

See my Top 10 Books that Shaped the Way I Travel

See my 7 Keys For Building A Remote Business (Even in a space that’s not traditionally virtual)

Watch my Video Training on Stylish Minimalist Packing so you can join #TeamCarryOn

See the Travel Gear I Use and Recommend

See How I Produce The Maverick Show Podcast (The equipment, services & vendors I use)

============================

ENJOYING THE SHOW?

Follow The Maverick Show on Instagram and DM Matt to continue the conversation

Please leave a rating and review — it really helps the show and I read each one personally

Support the show by buying me a coffee — espressos help me produce significantly better podcast episodes!

Learn how to structure your income & schedule around the life you want while avoiding common property investing mistakes.

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Get the Monday Minute my weekly email with 3 personal recs for travel, culture, and living beyond borders you can read in 60 seconds.

============================

ON THIS EPISODE

Get Rich Education podcast host Keith Weinhold pulls back the curtain and opens up about his personal journey through entrepreneurship, real estate investing and designing a “location independent” and “time asynchronous” lifestyle in his dream location. He talks about his path from being voted the “most quiet and shy” person in his high school to becoming a million-download podcast host, and how he went from his lower-middle-class upbringing to becoming a wealth-building influencer and a regular contributor to Forbes and to Robert Kiyosaki’s Rich Dad Advisors blog. Keith talks about the first property he ever bought in 2002 after he read the book Rich Dad, Poor Dad and why he is bullish on today's real estate market and personally continues to buy rental property as home prices go up. He explains the 5 ways real estate investors get paid on each rental property they own and shares his opinion on the best way to invest $50K as well as the best way to invest $1 million. Keith also talks about his off-shore investments (such as owning part of a coffee farm in Panama), his international travel, and why the Philippines is one of the most difficult countries in the world to see comprehensively, but one of the most beautiful. He then recommends a volcanic night hike over flowing orange lava in Hawaii, and talks about his #1 bucket list travel destination where he wants to go next that will likely surprise you!

→ Full show notes with direct links to everything discussed are available here.

============================

FIND YOUR NEXT EPISODE

Explore The Maverick Show Starter Packs — some of my favorite conversations curated by theme so you can easily find the episodes that match your interests.

============================

FREE RESOURCES FOR YOU

See my Top 10 Travel Apps

See my Top 10 Books that Shaped the Way I Travel

See my 7 Keys For Building A Remote Business (Even in a space that’s not traditionally virtual)

Watch my Video Training on Stylish Minimalist Packing so you can join #TeamCarryOn

See the Travel Gear I Use and Recommend

See How I Produce The Maverick Show Podcast (The equipment, services & vendors I use)

============================

ENJOYING THE SHOW?

Follow The Maverick Show on Instagram and DM Matt to continue the conversation

Please leave a rating and review — it really helps the show and I read each one personally

Support the show by buying me a coffee — espressos help me produce significantly better podcast episodes!

Learn how innovation, smart hiring, and culture can help founders scale while building a business around real purpose.

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Get the Monday Minute my weekly email with 3 personal recs for travel, culture, and living beyond borders you can read in 60 seconds.

============================

ON THIS EPISODE

This interview takes place on a boat in the Mediterranean Sea over a bottle of wine!  May Ling Lai tells her story of how she built a $2 million business from scratch in 2 years at age 24, before going on to manage a billion-dollar hedge fund portfolio.  She talks about strategies for navigating a male dominated industry as a female entrepreneur, why you should always be open to pivoting, and the rewards of pro-active networking.  She explains the importance of innovation and discusses how to identify a problem that needs to be solved and then transform that idea into a business-building process. May then talks about scaling, why most small business owners never do it, and how to think about decisions relating to debt and equity for business growth.  She then identifies the #1 most important skill for executive leadership. She discusses how to hire the right people, manage them effectively, and explains the “real” responsibility of the CEO. May then explains the importance of company culture, having a purpose-driven business, and building a team that is passionate about your mission.  She talks about how to run effective meetings that accommodate different personality types, how to process failure constructively, and how to avoid the biggest mistake entrepreneurs make that exacerbates stress.  She also explains how she structures her international lifestyle, books the best flights, and how her childhood trips to China inspired her minimalist packing. She recommends her top 3 travel destinations and offers packing tips for women on how to remain fashionable while travelling the world for extended periods without ever checking luggage.

→ Full show notes with direct links to everything discussed are available here.

============================

FIND YOUR NEXT EPISODE

Explore The Maverick Show Starter Packs — some of my favorite conversations curated by theme so you can easily find the episodes that match your interests.

============================

FREE RESOURCES FOR YOU

See my Top 10 Travel Apps

See my Top 10 Books that Shaped the Way I Travel

See my 7 Keys For Building A Remote Business (Even in a space that’s not traditionally virtual)

Watch my Video Training on Stylish Minimalist Packing so you can join #TeamCarryOn

See the Travel Gear I Use and Recommend

See How I Produce The Maverick Show Podcast (The equipment, services & vendors I use)

============================

ENJOYING THE SHOW?

Follow The Maverick Show on Instagram and DM Matt to continue the conversation

Please leave a rating and review — it really helps the show and I read each one personally

Support the show by buying me a coffee — espressos help me produce significantly better podcast episodes!

Hear what makes these conversations unique and how travel can reshape identity, belonging, and how we see each other.

============================

Get the Monday Minute my weekly email with 3 personal recs for travel, culture, and living beyond borders you can read in 60 seconds.

============================

ON THIS EPISODE

Meet the host and learn what makes The Maverick Show so fundamentally unique and different from other travel podcasts. Matt Bowles introduces himself as a full time world traveler since 2013 and the Maverick Show as a global travel podcast featuring honest, unfiltered conversations with people building lives across cultures and beyond borders.  Each Monday you’ll get a new interview recorded somewhere around the world, often over a bottle of wine, exploring the human stories behind global travel and what those journeys teach us about the world and ourselves. You'll hear about extraordinary places and the people who live there, but you'll also hear what it's really like to move abroad or travel long term, as guests open up about navigating culture, race, power, identity and belonging in an unequal world.  These are stories that are funny, moving and deeply human because travel isn’t just movement, it’s memory, nuance and transformation. If you've ever felt that travel changes you in ways that no one talks about, you're in the right place.  You can start with any episode or explore curated starter packs by theme at TheMaverickShow.com/Start to find episodes that match your interests.

→ Full show notes with direct links to everything discussed are available here.

============================

FIND YOUR NEXT EPISODE

Explore The Maverick Show Starter Packs — some of my favorite conversations curated by theme so you can easily find the episodes that match your interests.

============================

FREE RESOURCES FOR YOU

See my Top 10 Travel Apps

See my Top 10 Books that Shaped the Way I Travel

See my 7 Keys For Building A Remote Business (Even in a space that’s not traditionally virtual)

Watch my Video Training on Stylish Minimalist Packing so you can join #TeamCarryOn

See the Travel Gear I Use and Recommend

See How I Produce The Maverick Show Podcast (The equipment, services & vendors I use)

============================

ENJOYING THE SHOW?

Follow The Maverick Show on Instagram and DM Matt to continue the conversation

Please leave a rating and review — it really helps the show and I read each one personally

Support the show by buying me a coffee — espressos help me produce significantly better podcast episodes!