Ep. 209 - Bobby Casey: Never Feel Broke Again and Travel the World (Forever)

Ep. 209 - Bobby Casey: Never Feel Broke Again and Travel the World (Forever)

I heard an eight-year-old kid tell another eight-year-old that he's not welcome in his home. He said "Trump or Clinton?" "Clinton." And that was that. They kept walking. Kept debating and I bet nothing happened. I bet they're still friends. Some people are either all talk or afraid. Or both. I try not to be either. I try to listen, come up with ideas, and be grateful. Because if I listen, I learn. And then I can say two sweet words, "thank you." How many people said, "If Trump becomes president, I'm leaving the country." Or the other way around? There's only one reason why I'd ever even consider packing. And Bobby Casey spelled it out for me. "Americans don't understand how insanely expensive it is to live in the U.S.," Bobby said on my podcast. He sold everything he owned and left the country in 2009. Right after the market crashed. Now he works all over the world. And helps people get off the grid. I wanted to know how he did it. And why... "I hated my customers," he said. "I hated my employees, I hated my job, I hated my business." "But what made you think you could sell all your belonging and travel the world forever?" "Weren't you scared you would run out of money?" "I just knew I'd work it out," he said. "I'd make some money." I couldn't do it. It's easy to be uncertain when you're level of unknown isn't going to erupt your central nervous system. But Bobby had motivation. "My happiness and my quality of life is much more important than cashing out on a business," he said. "I didn't care. I wanted to be happy again." So he got rid of everything. He gave away motorcycles. (He had 27). Then he bought two one-way tickets to Prague. One for him. And one for his 9 year old son. "We'd never been there." The rest of his family moved a few weeks later. He has three kids. "What about friends? And school?" I asked. "My daughter, she's 20, she's a rapper in London. She did two years of virtual school. And she can make friends anywhere. It's her personality type." His other two kids enrolled with locals. I had 100 questions. "How'd you get the confidence? What type of freelance work did you do?" "How did you make ends meet?" He broke it down for me. And told me all the ways he saves money living abroad. "I did the math on this," he said. "You won't believe this, but I pay $42 a year for a 10,000 euro deductible health insurance plan." Anything after 10,000 euros, he's covered. "I could get airlifted to John Hopkins if I wanted and that would be covered." "You can make about $150,000, tax-free, as an American living abroad." Here's how Bobby explains it on the podcast... If you make $100K (gross) in the U.S, then you're probably netting less than $60K. Abroad, you can make the same $60K (net), live tax-free (if you qualify for the "foreign earned income exclusion"), get a housing allowance, pay $42 a year for health insurance, and basically never feel broke again. I was getting depressed. Because I know I'm not going to move. It's part of being human. Everyone I look up to, Scott Adams, Dan Ariely, Nassim Taleb, they all say the same thing: people are irrational creatures. Even the idea that we're being rational, is irrational. Every time Bobby spoke, I had 10 new questions. I thought I'd never understand. But then he gave me his secret. And it answered all my questions. It was so simple. I couldn't believe it. Bobby and his son were walking around Estonia. They left Prague, bought a house and had no plans. Someone overheard them speaking English. "You're American?" They started talking. "What are you planning to do for your kids for school?" Bobby had no idea. "I have a son who's your son's age. We found a really good school up the hill. There's a meeting tonight for foreigners who want to enroll their kids." That was it. Then Bobby told me his secret..."I... 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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Part 4: How to Write and Publish Your First Book in 30 Days – Self-Publishing, Traditional Deals, and Making Real Money

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A Note from James:Well, you can't get more information about tariffs and the economy than what I just got and you're about to listen to. Wilbur Ross, who was Secretary of Commerce under the first admi...

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How-to Thrive in the Future of Podcasting: Insights from PodcastOne Top Industry Executives, Kit Gray & Robert Ellin

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Part 2: How to Write and Publish Your First Book in 30 Days - Frameworks, First Lines, and the Craft of Storytelling

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How to write and publish your book in 30 days: Part 1 - The Foundation of a Successful Writing Life

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Bitcoin Meets Gold: Sunny Ray on Tokenization’s Future

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A Note from James:Sunny Ray is working on an incredible project involving Bitcoin and his company, Matador. They’re digitizing gold—turning it into crypto—and he’s a Bitcoin maximalist. That’s differe...

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Dr. Mehmet Oz (Centers for Medicare and Medicaid Services) on Food, Medicine, and the Future of Healthcare

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