The Maverick Show: Global Travel Stories & Life Beyond Borders

Learn how gratitude, imagery scripting, and reflection can help you enter flow and direct your attention with intention.

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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

Sarah Gregg talks about her new book “Finding Your Flow: Capture It, Use it and Make it Yours.” She begins by explaining the concept of “Flow” including the history, psychology and popular usages of it. She then goes on to explain how people can harness the concept of Flow to order their consciousness, be fully present in the moment and invest their attention towards the goals that matter most to them. Sarah then shares the 3 core conditions required for Flow to occur, and discusses the “journal system” that she created for finding and optimizing your Flow. She explains her morning routine which includes a gratitude practice, goal setting process, and the technique of “imagery scripting” of her ideal day. She emphasizes the importance of the gratitude practice in controlling your morning mood to start your day, as well as how to reflect positively at night, use self-distancing techniques, and identify your Flow states from the day. She then goes on to explain why Flow is not reliant on external factors, how it is unique to the individual, and how it is rooted in science and psychology. Sarah also takes us behind the scenes of the book writing process and shares how the book deal came about, how she overcame self-doubt, how she structured her research and writing process, and describes the marketing roll out plan for the book. Sarah then shares some travel adventures including her hilarious experience taking the Trans-Siberian railway across Russia into China.

→ 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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Hear how an immigration setback sparked a global journey that shaped his approach to entrepreneurship and remote teams.

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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

Maijid Moujaled takes us on his journey growing up in Accra, Ghana and moving to the US to study computer science and engineering and work for Yahoo and Imgur before embarking on his entrepreneurial journey. After being denied an H1B visa and being forced to leave the U.S., Maijid explains how he joined the Remote Year program and traveled the world for a year with 50 digital nomads. And while on Remote Year, Maijid tells the story of how he built “Chipper Cash”, a no-fee African cross border payment app together with a business partner from Uganda. He explains the challenges raising investment capital for the project and describes his first major breakthrough of getting accepted to the 500 Startups accelerator, followed by his first investor and eventually his path to raising a $2.4 million seed round. Maijid then talks about how he rapidly scaled Chipper Cash, built systems and processes for a remote-first company, and how he is hiring and managing a distributed team. He then shares his thoughts on an exit strategy, potential competition, and his 10-year vision for Chipper Cash. Maijid also talks about his personal productivity habits, his super simple morning routine, and the #1 thing he does for stress reduction. He then discusses his travel experiences, his love for Brazil, and the primary way he connects with locals when he can’t speak the language. He concludes by recommending his top book, app, podcast and shares his favorite travel destinations.

→ 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)

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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!

Learn how real estate and business ownership can create powerful tax advantages while supporting a globally mobile life.

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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

Diane Kennedy shares her path to becoming a CPA, becoming Robert Kiyosaki’s tax advisor, and publishing one of the first books in his Rich Dad Advisors series. She talks about her writing process, the key to publishing New York Times best sellers, how the publishing industry has changed, and why she does independent publishing now. She also talks about her entrepreneurial journey, how she built and grew her accounting practice, and how she transitioned to a location independent infrastructure. Diane then explains the tax advantages of buying and holding residential investment property. She talks explains ‘deprecation’, ‘accelerated depreciation’, ‘1031 exchanges’, and the ‘real estate professional’ status, and shows why real estate is the most tax-advantaged asset class in the U.S.. She then explains the tax benefits of being a business owners, and how quick and easy it is for anyone to start a business on the side and start taking the tax deductions immediately. Diane also talks about her world travel and the way she designs her lifestyle, having been to 40 countries. She explains the Foreign Earned Income Exclusion, and how American’s who qualify can shelter over USD $109,000 of earned income per year while traveling the world and running their businesses remotely. Diane also talks about the dynamics of doing business with her husband Richard, and shares her approach to parenting, including how she adopted and raised her son David who has now also become a business owner.

→ 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 due diligence and risk management can turn distressed mortgages into profitable investments and remote income.

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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

Scott Carson takes us on his journey from his banking and finance background to real estate investing to becoming an entrepreneur who specializes in investing in non-performing mortgages.   He explains how to identify and buy non-performing notes and how he bought over $500 million in distressed debt for his own portfolio. He also explains the risks, how he conducts his due diligence, and his precise strategy for making non-performing notes into  profitable investments. Scott also talks about his entrepreneurial journey as the founder and CEO of We Close Notes and shares how he built his business, how he developed his information products and coaching programs, and how he scaled his business through networking and content marketing. He also talks about why and how he built his company with a location independent infrastructure so he can run it remotely while traveling the world.  Scott then talks about his leadership style as a CEO, his tips on hiring and managing staff, the importance of training and process building, and explains his concept of the “marketing octagon". Scott then talks about how and why he started The Note Closers Show podcast, what the business benefits have been, and what tips and lessons he has after publishing nearly 500 episodes.  We then talk about Scott’s lifestyle design, what he loves about world travel, and how he chooses his destinations.

→ 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 how setbacks, rebellious creativity, and disciplined leadership shaped his approach to building enduring brands.

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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

Shane Vitaly Foran shares his background growing up in Canada, getting into the punk rock scene, and pushing boundaries in fashion and style early on with his piercings, tattoos, hairstyle, and clothing choices.  Shane tells the story of how he parlayed his rebellious, anti-establishment style into two fashion brands that currently produce over 8-figures in annual revenue. As the founder, CEO and lead designer of Vitaly Design and Clocks and Colours, Shane takes us on his entrepreneurial journey, his numerous setbacks along the way, and how he persevered and learned lessons from each business challenge.  He explains how he now collaborates with the world’s top DJs, including a recent product line he produced for Zedd. He tells the story of how he appeared on Dragon’s Den (the Canadian version of Shark Tank) and delivered the most successful pitch in Dragon’s Den history, receiving investment offers from every single dragon. He also shares how he was approached by Axe to do a 60 second commercial and by MTV to do a spot on his team.  Shane then talks about his leadership style, what it took to identify high quality manufacturers, how he manages his distributed team remotely while traveling the world, how he hires the right people, and how he deploys and optimizes a $5 million+ annual marketing budget. Shane also discusses his morning routines, productivity habits, the importance of prioritizing mental health and why he believes everyone should go to therapy. He explains how he differentiates his personal brand from his company brands, and why that is important.  He also talks about what he loves about travel, the business benefits of traveling the world, his favorite destinations, his top bucket list destinations.

→ 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 autonomy inside a company can offer entrepreneurial freedom—and the mindset behind closing high-stakes sales.

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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

Sean Tierney starts off by sharing the beginnings of his entrepreneurial tendencies and tells the story of how he made over $1,000 on one sales initiative in 8th grade. He then takes us through his decade long journey as a serial entrepreneur, running party bus and pub crawl companies, raising 750K for his startup Jumpbox, creating a short-sale real estate education company, experimenting with art and music businesses, trying to launch Survival School TV, and running the Lean Start Up Circle in Phoenix Arizona. Sean then explains how he gravitated towards “Intrapreneurship” and ended up taking a job as the Sales Director at Pagely, where he can be very creative and innovative and act with a high degree of autonomy but still be in a salaried position with a paycheck and not have to take the risks associated with entrepreneurship. He talks about the Leviathan system he developed for Pagely and some of the lessons he has learned. He also talks about the key to closing any sale, whether it’s an individual customer or a Fortune 500 company. Sean goes on to talk about how he works remotely as a nomad and shares a story about closing a deal while tethered to his phone driving through a hail storm in Ireland. Sean shares other travel adventures as well, including how he got his paragliding certification in complete white out conditions. Sean also shares his musical background, talks about his love for hip hop, and performs his original song “Blind”. He also talks about his Charity Makeover initiative, Season 2 of his Nomad Podcast, and explains how his Nomad Prep Academy helps people become digital nomads. He also shares his morning routine, productivity habits and explains his concepts of “punching past the board” and “reverse goal planning”.

→ 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 how a decade of patient real estate investing gave her the freedom to leave her career and travel on her own terms.

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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

Tiffany Green shares her experience coming up in the hip hop radio industry, working at WGCI in Chicago and Hot 97 in New York City. She explains what hip hop means to her and shares behind the scenes experiences of meeting A-list musicians, breaking artists as a music director, and interacting with some of the biggest names in music. Tiffany then goes on to share how and why she started investing in real estate. She explains how she bought her first property and how, 10 years later, she was able to retire on rental properties. She explains how she selects her macro markets, micro markets and specific properties, and how she built her portfolio one property at a time over a decade. She explains how she built up her net rental income to the point where it exceeded her salary and how she then quit her job and started traveling the world on her passive rental income. She also names her top 5 hip hop artists, as well as the #1 person she would most like to have dinner with. She also shares the #1 piece of advice she would give to her 18 year old self, recommends her top 3 travel destinations, and gives her top bucket list destinations where she most wants to go next.

→ 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 differentiation, hiring, and remote culture helped him enter a crowded market and scale with remarkable speed.

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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

Nathan Hirsch shares his entrepreneurial journey of founding his first business in his college dorm room buying and selling text books, and explains how he scaled that to sell $25 million on Amazon in the next 6 years. He then explains how, at age 27, he founded FreeUp to help businesses hire pre-vetted virtual assistants and freelancers. He started the business with $5,000 and was able to scale it to $9 million in gross annual revenue in just 3 years. He explains how he was able to enter a crowded marketplace of freelancer platforms and disrupt it by substantially differentiating his value proposition and marketing it in a way that enabled him to scale very quickly. Nathan then goes on to talk about his biggest setbacks, how he overcame them, and what he learned. He gives his top tips for effective hiring and management of large distributed teams, and how to create a peak performance company culture in a remote company. He also talks about how, as an introvert, he taught himself to network and to be the face of the company in podcast interviews and on public speaking stages. He shares his morning routine, his day structure, and his productivity tips, as well as his stress management techniques. He also shares his most influential book, app, and the person he would most like to have dinner with. Nathan concludes with the most important piece of advice (also his biggest business lesson) that he would give to his 18-year-old self if he could go back in time.

→ 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 what founders should seek in investors and the biggest mistakes to avoid when raising capital for their business.

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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

Jennifer Magee returns to the Maverick Show and talks with Matt about epic shared travel adventures since the last episode. They talk about the birthday experience Jen organized for Matt in the Stellenbosch wine region of South Africa and their time in Cape Town together. Then Jen tells the story of how she chased two robbers through the streets of Lisbon, Portugal after they stole her iPhone. Jen and Matt then reminisce about their trip to Bolivia and why they were both blown away by the country. Then they discuss their experience going to Diner en Blanc in Paris, wine tasting in Bordeaux and Burgundy, and nearly driving off a ravine in Corsica. Jen then explains the architectural significance of Antoni Gaudi’s masterpiece, the Sagrada Familia, in Barcelona. Jen also shares her experience speaking on a “Women in Architecture” panel in New York City and how she fielded questions from other architects about running her location independent architecture business. Jen then speaks about her Angel Investing. She begins by explaining what an Angel Investor Is and the difference between full time vs. part time angels. She explains how to think about bootstrap vs. seeking investment capital. She then explains her personal criteria for evaluating start-ups and deciding to invest. Jen also talks about what makes a desirable Angel Investor from a founder’s perspective and why founders should reject some Angel Investors. Jen then explains the difference between angel Investors vs. advisors. She also explains the biggest mistake that founders make when raising investment capital and the most important challenges founders have to overcome. And finally she shares her top tips for mitigating the risk of founder burnout.

→ 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 routines, community, and long-term thinking can help make location independence sustainable beyond the launch.

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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

Kristin Wilson shares her latest travel adventures, and her upcoming plans to attend Rolf Potts’ travel writing course in Paris. She then gives a sneak preview of her forthcoming book, “Digital Nomad 101: The Path to Location Independence” and shares her writing process. She also talks about how and why her “Long Term Digital Nomad Success” group on Facebook has grown to thousands of members and why she refers to it as a ‘family’. She also explains why she is focused not only on helping people transition into the digital nomad lifestyle, but doing it in a way that is sustainable over the long run. She then discusses why she created her new course, who it’s for, and how it provides a defined 30-day framework to help people jump start their digital nomad journeys. She then explains why she launched the Bad Ass Digital Nomads podcast, and talks about her interview with Matt and others who have been on the show. She also talks about her experience being the Keynote at the Nomad Summit in Las Vegas 2018, and then discusses her primary business “Orbis” which helps relocate people all over the world. She also shares some historical travel adventures and business snafus from her 15 years living and working in over 60 countries. She then gives tips on personal brand building and explains her morning and evening routines as well as the changes in her productivity techniques that have enabled her to level up her output over the past year.

→ 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!