Freedom isn’t just geography—it’s structure.

In this episode, Mickelle sits down with Bobby Casey, founder of BusinessAnywhere.io, to explore what it actually takes to run a business across borders with more ease—and far less risk. Bobby has lived in 10 countries and helped entrepreneurs, freelancers, and investors untangle the quiet friction points of international life: the paperwork, the timelines, the compliance traps, and the moments where one missed detail becomes an expensive detour.

What makes this conversation so valuable is how practical it is. Bobby brings the discussion back to fundamentals most people skip: before you choose a country, a visa, or a “tax-friendly” setup, you have to understand how money truly moves into your life. How you get paid (Stripe, bank transfer, crypto, etc.) can determine what jurisdictions are even available to you for company registration, banking, and payment processing—and whether your structure will actually hold as you travel.

You’ll also hear a clear breakdown of a common misconception: physical residency and tax residency aren’t the same thing. Depending on the country and visa type, you can have permission to live somewhere without becoming a tax resident—or accidentally trigger tax residency without meaning to. Once you add multiple countries into the mix (your passport, where you live, where your company is registered, where you earn), the “perfect” black-and-white answer often disappears. Bobby is candid about the reality: international structuring is frequently about making smart, defensible decisions in a world that includes gray zones—and documenting well, planning early, and working with professionals who understand the nuance.

In this episode

• Why location independence requires truly location-independent income
• How “how you get paid” determines company setup, banking, and processing
• The difference between physical residency and tax residency (and why it matters)
• Why crowdsourcing legal/tax advice online can backfire fast
• The reality of “gray area” decision-making across multiple jurisdictions
• Why planning 6–12 months ahead saves major cost and complexity

Listen now

Listen here: https://www.houseofperegrine.com/podcast/ep-086

Connect with Bobby

• BusinessAnywhere.io: https://businessanywhere.io
• Global Wealth Protection: https://globalwealthprotection.com
• Social links (Linktree): https://linktr.ee/TaxJesus

Next steps

If you’re building a business that moves with you or you’re planning a cross-border leap, start with structure, not guesswork. Listen to this episode with Bobby, share it with a fellow founder who’s living internationally, and explore Bobby’s resources to map a setup that actually fits your life.

Feeling inspired? Share this episode with someone you know navigating life between cultures - and don’t forget to subscribe and leave a review. Every story shared is a thread that weaves us closer together.