Episode 56: Cross-Border Tax Planning for Expats and Entrepreneurs

Episode 56: Cross-Border Tax Planning for Expats and Entrepreneurs

July 21, 2026 · 25 min · Season 1 · Episode 56

About this episode

David T. Yu and Vincenzo Villamena discuss international tax planning for Americans abroad, covering essential considerations for expats and entrepreneurs.

Thinking about living, working, or doing business abroad? On this episode, David continues his conversation with Vincenzo Villamena, Founder and CEO of Online Taxman, for Part 2 of their discussion on international tax planning for Americans abroad. Vincenzo explains what U.S. citizens, entrepreneurs, expats, and global investors should consider before moving overseas, doing business internationally, or even renouncing U.S. citizenship. From coordinating U.S. and local tax rules to understanding exit tax, covered expatriate status, foreign earned income exclusions, and choosing the right international tax advisor, this episode offers practical guidance for making informed decisions in an increasingly connected world. Key Takeaways: → Cross-border tax planning should begin before moving or doing business abroad→ U.S. and local tax rules must be coordinated together→ Renouncing U.S. citizenship can trigger major tax and immigration consequences→ Exit tax may apply for covered expatriates with higher net worth→ International tax experience matters when choosing the right advisor More from Vincenzo Villamena and Online Taxman: Website:  onlinetaxman.com LinkedIn:&nbsp…

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