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Puerto Rico Act 60: Why the IRS Is Watching and Why It's Riskier in 2026

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Dec 14, 2025
Explore the growing risks of Puerto Rico's Act 60, as rising IRS scrutiny challenges its appeal. Discover why relocating to the island might not be the ultimate solution for tax benefits. Alternatives like acquiring a second passport or considering more stable, low-tax countries are discussed. Andrew emphasizes the importance of fully exiting the U.S. for greater freedom and certainty, making a case for a proactive approach to wealth management and personal freedom. The podcast is packed with insights on navigating global options.
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INSIGHT

Offshore On Easy Mode Is Misleading

  • Puerto Rico often feels like "offshore on easy mode" for Americans seeking tax advantages.
  • Andrew Henderson warns this perception encouraged some to cut corners and invited increased enforcement.
ADVICE

Follow Rules Or Face IRS Scrutiny

  • Follow the rules precisely if you move to Puerto Rico because the IRS is scrutinizing structures more closely.
  • Andrew Henderson advises being a "goody two shoes" to avoid enforcement problems.
INSIGHT

Puerto Rico May Paper Over Bigger Choices

  • Moving to Puerto Rico can be a way to avoid the larger decision about leaving U.S. citizenship.
  • Henderson argues this avoidance may be temporary and fragile as political pressure grows.
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