Show cover of Travel Like a Boss

Travel Like a Boss

Over 250 interviews with Digital Nomads, Location Independent Entrepreneurs and Expats living the 4-hour workweek! Subscribe for weekly interviews about the best places in the world to live, travel, all while starting or running and online business! Support this podcast:


Ep 272 - Alina Mcleod (Solo Female Travel Youtuber)
In this episode I interview Alina Mcleod, a popular full time travel youtuber. She has been a full time content creator for the past two years, is currently traveling around Ukraine. We talk about how she recently got covid despite being double vaccinated, and how it may have helped her stay symptom lite. Topics include travel restrictions, how she earns money while traveling, and how long it took.  You can check out her channel at  and mine at This episode sponsor: Code: BOSS20   --- Send in a voice message: Support this podcast:
56:19 10/15/2021
Ep 271 - Kevin Martin (Quitting Vanlife for Thailand Nomad Adventures)
After a lucrative career as a Vanlife Youtuber racking up millions of views on some of his more popular videos, digital nomad Kevin Martin has decided to sell his Van and go through the complications of moving to Thailand. In this interview I ask him why he would give up the easy fame and fortune and his mindset behind the process. This interview is continued on Episode 189 of the Invest Like a Boss Podcast ( where Kevin opens up about his investment strategies and how he earns passive income through dividend stocks.  Kevin's Youtube Channel: 30 and a Wake Up Johnny's Youtube Channel: Johnny FD --- Send in a voice message: Support this podcast:
63:59 08/04/2021
Ep 270 - Martin Hetzel (Aus to UK to Freedom)
This week I sit down with Martin Hetzel who grew up in Australia and made the move to the UK as a young man taking a risk for a better job and life. Now he's earned enough money to pursue his passions not be locked into a standard 9-5 life. But he refuses to ever retire, and here's why.  Sponsor: Code: BOSS20 --- Send in a voice message: Support this podcast:
59:07 06/25/2021
Ep 269 - Dean Graziosi (New Project with Tony Robbins)
Dean Graziosi is a multiple New York Times best selling author, entrepreneur, and investor. Sign up for the Free 5 Day Challenge with Tony and Dean:  Dean has started or played a major role in over 14 successful companies that have changed lives all around the world – including the new platform. His mission for over 20 years has been to deliver self-education to those seeking transformation, fulfillment and success outside the traditional education path.   His most impactful project to date has included being the largest online product launch in history with a program he co-created with Tony Robbins. This passion project has turned into a movement that’s so far impacted over 38,000 people in 150+ countries and 4,100 niches to share what they know and help make self education the new norm. Dean is now planning to exponentially widen his impact by serving over 1 million new people and exposing them to the self-education industry through his Own Your Future Challenge with Tony Robbins in May 2021.  Free 5 Day Challenge with Tony and Dean: --- Send in a voice message: Support this podcast:
38:22 04/30/2021
Ep 268 - Frank Song (From Sleeping in Walmart to Multi-Millionaire)
This week, I sit down and interview Frank Song who is a former Wall Street investment banker and private equity investor. Today he runs an eight-figure international business worth over $20,000,000. We met here in Kyiv, Ukraine where Frank is living now, after leaving the Bay Area, California where he grew up. We talk about lifestyle, why he chose to settle down in Ukraine when he can afford to live anywhere in the world, and what his investment advice and plans are. More info: Featured in Forbes: IG: IG: --- Send in a voice message: Support this podcast:
88:21 04/17/2021
Ep 267 - Andrew Chan (Thailand in 2021)
This week I talk to Andrew who recently arrived in Thailand and is going through the mandatory COVID quarantine there. We talk about the process of traveling to Thailand in 2021, the regulations, flight, airport, and nerd out about how he was able to do some hotel mile hacking to get hotel Elite status and access during the process. We talk about getting permanent residency in Taiwan and Ukraine and the process involved in buying real estate in Kyiv, as well as some other fun topics. Take a listen.  Show Notes: Johnny's Blog: Video from Kyiv: Taiwan Blog Post: Chiang Mai for Nomads: Travel to Thailand: --- Send in a voice message: Support this podcast:
77:42 04/01/2021
Ep 266 - Johnny FD (Leaving Sri Lanka for Ukraine)
This is an unexpected second solo episode in a row as I had decided to leave Sri Lanka a month early and move to Kyiv, Ukraine. Here are some of the topics I discussion in this recording: Why I left Sri Lanka Internet and Wifi in Sri Lanka Safety in Sri Lanka Process of Leaving and flying to Ukraine Winter in Kyiv Costs of lIving here Why I like it 
Why I’m staying.

Options for Staying more than 90 days. 90 out 180, Business Visa, Volunteer Visa, Marriage Visa, or Investment Permanent Residency Apartment Shopping Red Zone Lockdown This week's sponsors are: Pre-Roll: Athletic Brewing. Use coupon code BOSS20 for 20% off during checkout. Mid-Roll: 27:25. Rerouted. Buy, sell or donate used adventure gear. --- Send in a voice message: Support this podcast:
54:42 03/25/2021
Ep 265 - Success in 2021 as an Digital Nomad or Entrepreneur
This is a solo episode where I go through everything that I've learned in this past year, a recap of the best episodes and which ones you must listen to twice. The goals I've achieved and what it takes to be successful in 2021.  I talk about digital nomad events, achieving passive income financial goals, being single again, what a Sigma Male is and why I've become more of an introvert, opting out of society and social hierarchies, travel plans for 2021, why I hate clubhouse, and tips and tricks to be successful yourself.  Topics: 1 Year in Sri Lanka Final Goal 500k in Vanguard $1k from Youtube  1 Year in Sri Lanka Single Again (Sigma Male) Travel Plans Nomad Summit Tbilisi FAQ? 
2021 Plans? Links: Blog - Sponsor: Coupon Code: BOSS20 --- Send in a voice message: Support this podcast:
44:14 02/13/2021
Ep 264 - Tim Leffel (A Better Life for Half the Price, Cheapest Destinations)
Author Tim Leffel, who was recommended in Tim Ferriss' Book "The 4-Hour Workweek" is a resident of Mexico, talks about the second edition of his book A Better Life for Half the Price, out now as an e-book and paperback. Shot in the UNESCO World Heritage colonial city of Guanajuato, it show some local prices and the benefits of moving abroad to a place where you can drastically cut your monthly living expenses. Get the Book here on Amazon: --- Send in a voice message: Support this podcast:
56:03 02/05/2021
Ep 263 - Mikkel Thorup (Living Aboard as an Expat, 2nd Passport)
Mikkel has spent more than 20 years in continual travel around the world, to over 100 countries including Colombia, North Korea, Zimbabwe, and Iran. He's the author of the #1 Best-Selling book Expat Secrets on Amazon. His goal is to help people generate additional streams of income, eliminate your tax bill, and take advantage of offshore structures so you can travel the world freely and never have to worry about money again. Mikkel: Johnny: --- Send in a voice message: Support this podcast:
56:56 01/12/2021
Ep 262 - Mike Swigunski (85 Countries & Tbilisi, Georgia)
In this episode I interview Mike Swigunski, author of Global Career: How to Work Anywhere & Travel Forever. Mike has worked and traveled in over 85+ countries over the past decade and loves writing about remote work and entrepreneurship. He's currently in Tbilisi, Georgia and we talk about his favorite countries to work from as a digital nomad, costs of living, and what he thinks of Georgia compared to the 85+ other countries he's been to. Mike's Book: --- Send in a voice message: Support this podcast:
59:52 12/31/2020
Ep 261 - Mr. Nomad Numbers (Costs of Living Worldwide + Taiwan Gold Card Visa)
This weeks interview is with Mr. Nomad Numbers where we talk about the Costs of Living Worldwide for digital nomads, what his favorite and least favorite countries have been to live and work in. And we also talk about the Taiwan Gold Card Visa that allows remote workers and business owners an easy way to travel and live in Taiwan and even bring their family. --- Send in a voice message: Support this podcast:
48:57 12/11/2020
Ep 260 - Mita Carriman (Barbados Welcome Stamp, Playa Del Carmen)
Mita Carriman is a digital nomad from New York. We met in Playa Del Carmen last year at Nomad Summit Cancun and she's been traveling full time for 3 years. She's now living in Barbados as a Digital Nomad.  We talk about the pros and cons of Barbados Welcome Stamp, which is the first Digital Nomad/Remote Worker visa ever sponsored by a country. Take a listen to the episode, it's a great one.  Show Notes:  Guest: Mita Carriman Website: --- Send in a voice message: Support this podcast:
68:34 11/26/2020
Ep 259 - Will Chope (UFC, MMA, Fighter, Traveler)
Will Chope has traveled the world like a boss. He's found a way to follow his passion, create a dream job, and get paid to fly around the world. Not only is the airfare and hotel paid for, but he also gets to fly home with thousands of dollars and more if he wins.  Johnny and Will catch up for the first time after living next door to each other in bamboo huts back at Phuket Top Team in Thailand. --- Send in a voice message: Support this podcast:
63:54 11/06/2020
Ep 258 - Charles Ngo (Success Mindset and Staying Productive)
This week's interview is with millionaire affiliate Charles Ngo who has been super successful with online marketing since 2008. We talk about how he stays productive, motivated, and continues to stay ahead of other entrepreneurs without burning out. In this long interview, we dive deep into how Charles started, why he moved to SE Asia as a digital nomad, and why he chose to then move to Miami, Manhattan and now back to Atlanta. --- Send in a voice message: Support this podcast:
107:47 10/26/2020
Ep 257 - Curtis Fields (Dropshipping, Success, Slow Travel, Minimalism, Family)
In this Episode Curtis and I talk about the future of Slow Travel, our favorite countries for digital nomads including Barcelona vs. Lisbon, Bali vs. Sri Lanka, Ireland and why he hated Morocco. We talk about minimalism, happiness, and success. Curtis started a successful Dropshipping store currently earning over $100,000 a year in profit! --- Send in a voice message: Support this podcast:
74:36 10/16/2020
Ep 256 - Kevin Martin (30 and a Wake Up)
Kevin Martin went from working in the military to being a lawyer to a full time travel blogger. He now earns over $10,000 a month in profit from his Youtube channel and brand collaborations. We talk about how he grew his audience and is on track to make over six figures ($100,000) a year online while still traveling in 2020!  Kevin is a member of the course where I teach audience building, as well as how to monetize through affiliate offerings. --- Send in a voice message: Support this podcast:
66:00 10/04/2020
Ep 255 - Shenelle and Shehaan (Travel Videographers and Influencers)
Shenelle Rodrigo and Shehaan Thahir are the ultimate travel couple and have figured out how to get paid to stay in 5 star hotels, travel and earn money doing what they love even with just 5k subscribers on Youtube.  Sheneller's Channel: Sheehan's Channel: Johnny's Channel: --- Send in a voice message: Support this podcast:
74:25 09/13/2020
Ep 254 - Johannes Voelkner (Future of Digital Nomad Cruises and Conferences)
This week I sit down with digital nomad and founder of the Nomad Cruise to talk about the future of conferences and cruises for digital nomads. We talk about why we both decided to take a financial loss and give 100% refunds for both the Nomad Cruise and the Nomad Summit, and what we plan on doing in the future for our events. --- Send in a voice message: Support this podcast:
68:27 08/21/2020
Ep 253 - Peter Santenello (Traveler and Youtube Content Creator)
Peter Santenello, originally from San Francisco and featured on episode 225 of Travel Like a Boss previously has been making Youtube videos full time, traveling the world, and being a content creator even during these crazy times. It was fun catching up with Peter after meeting over a year ago in Ukraine. Since then a lot has changed in both our lives, and the world. Take a listen, it's an interesting conversation between two friends who haven't talked much since 2020 started. --- Send in a voice message: Support this podcast:
63:47 07/25/2020
Ep 252 - Daniel Rose (Internet Marketing Multi-Millionaire)
Daniel Rose is the co-founder and former CEO of Six Pack Shortcuts ( along aside Mike Chang who was on Episode 248 of the podcast. Dan continued to grow and pivot the company using Youtube ads first to the over 40 fitness crowd, then to supplements, all before selling the business to entrepreneur and investor Thomas F. Harter. The exact sale amount is undisclosed but was in the $10M-$100,000M range, leaving Daniel Rose a multi-millionaire from the exit. --- Send in a voice message: Support this podcast:
78:45 07/06/2020
Ep 251 - Aleona Kazarova (Russia to Denmark to Sri Lanka as a Developer)
Aleona is a digital nomad, born and raised in Russia, but saw the opportunity to move aboard to Denmark go attend University. Since then she has learned English, Danish, and Programming Languages. She now works as an iOS App Developer while traveling as a digital nomad.  This is a fun and inspiring story of someone who took control of her life, learned valuable skills, and how gets to spend her days surfing here in Sri Lanka, traveling and hanging out with friends. --- Send in a voice message: Support this podcast:
65:30 06/24/2020
Ep 250 - Mike Vestil (Growth and Metamorphosis, as an Entrepreneur)
It's been a long journey these past couple of years since Mike Vestil and I last met in Chiang Mai. In this episode we talk about our journeys as location independent entrepreneurs, and how we have both changed and grown over the years. Mike and I are both digital nomads still, and recorded this in Bali and Sri Lanka.  Take a listen, it's a long episode, and ends up being Mike interviewing me somehow halfway through, but either way, it was a fun chat and there's a lot of valuable takeaways. --- Send in a voice message: Support this podcast:
95:19 06/18/2020
Ep 249 - Marc and Julie: RV Life as Full Time Digital Nomads
TLAB 249 - RV Life vs. Van Life for Digital Nomads Guest: Marc and Julie Bennett Hit the Road RV Summit: Youtube: Book: Living the RV Life – Your Ultimate Guide to Life on the Road, --- Send in a voice message: Support this podcast:
63:51 06/08/2020
Ep 248 - Mike Chang ($13 Million A Year, Six Pack Shortcuts, Psychedelics and Finding Happiness)
From being the co founder of Six Pack Shortcuts and creating $13,000,000 a Year in Sales to leaving the company to find FLOW and HAPPINESS. We talk about how using psychedelics can show you a glimpse of what is possible, but the downsides of relying on them instead of going to the root cause of stress and unhappiness. This is a really powerful episode that dives deep into why anyone would leave a company doing Thirteen Million dollars a year in sales and 7 figures each year in profit. --- Send in a voice message: Support this podcast:
105:08 05/26/2020
Ep 247: Debbie Arcangeles - The Off Beat Life
Guest: Debbie Arcangeles Show Notes: From Filipino VA Making $2 an Hour to Lady Boss Entrepreneur - March Brenwall - Anna Faustino - Free Dropshipping Course: More info: --- Send in a voice message: Support this podcast:
45:47 05/16/2020
Ep 246 - Coping with Quarantine - Why Digital Nomads are Better Prepared
This episode is with Kristin Wilson on the topic of why some digital nomads are coping better during this quarantine than "normal" people. --- Send in a voice message: Support this podcast:
98:52 04/19/2020
Ep 245 - Part 2 Quarantine: COVID-19 Special
This episode is part 2 of the quarantine special.  Johnny speaks to more different digital nomads from around the world who are stuck aboard during the COVID-19 crisis. and others who continue to live aboard. We hear each of their stories, what the current curfew or quarantine situation is like where they are, and find out if they are still able to work online, work remotely and earn money while locked up. While the unemployment rate around the world is rapidly growing, digital nomads, remote workers, and location independent entrepreneurs may be immune to the economic downturns. Listen to this episode and share it with your friends.  Show Notes: 90 Day Free Trial: Dropshipping Course: Use my link:   Guests:  Claire Summers: Tanya from Germany: Kristin Wilson: And more.    Join the Facebook Group:         --- Send in a voice message: Support this podcast:
53:47 04/13/2020
Ep 244 - Digital Nomads Quarantined Around the World: COVID-19 Special
This week Johnny speaks to seven different digital nomads from around the world, some of which have moved back home to wait out the COVID-19 crisis, and others who continue to live aboard. We hear each of their stories, what the current curfew or quarantine situation is like where they are, and find out if they are still able to work online, work remotely and earn money while locked up. --- Send in a voice message: Support this podcast:
51:08 04/03/2020
Ep 243 - Tal Braiman: Backpacker, Freelancer, Remote Worker, Sri Lanka and Coronavirus.
During this episode, Tal shares his career transition from being a backpacker who had carefree travels around the globe to a digital nomad who manages IT support for businesses. He reveals some interesting ideas on how to start your to travel journey, especially for young individuals. Tal inspires us to keep opening the doors of opportunities while reaching for the peak of your dreams. --- Send in a voice message: Support this podcast:
65:58 03/10/2020