
How to Build a Business That Moves With You (with Bobby Casey)
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About this episode
Freedom isn’t just geography, it’s structure. In this episode, Mickelle sits down with Bobby Casey, founder of BusinessAnywhere.io, to talk about what it really takes to build a life (and a company) that can move with you. Having lived in 10 countries and helped founders navigate the administrative maze of cross-border living, Bobby brings a grounded, unsentimental clarity to the realities behind the “digital nomad” dream.
Together, they unpack why international entrepreneurship isn’t just about where you want to be, it’s about how money actually reaches you, what systems you’re tied to, and what invisible risks live inside “I’ll figure it out later.” Bobby explains the critical difference between physical residency and tax residency, why compliance is rarely perfectly black-and-white, and how one small oversight can quietly become an expensive detour.
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
For more visit: https://www.houseofperegrine.com/podcast/ep-086
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