How to Build a Business That Moves With You (with Bobby Casey) | Ep 86

About this episode

Mickelle Weber and Bobby Casey discuss building a location-independent business and the complexities of international entrepreneurship.

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”…

People in this episode

Host: Mickelle Weber

Guest: Bobby Casey

Topics covered

• location independence
• international entrepreneurship
• digital nomad
• business structure
• tax residency
• compliance

Keywords

• digital nomad
• business structure
• location independence
• tax residency
• compliance
• international entrepreneurship
• cross-border living

Mentioned in this episode

Organizations: BusinessAnywhere.io

Places: 10 countries, international

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