Trump’s Double Taxation Dilemma

In this episode, Gerry Scott is joined by tax expert Steven Flynn to break down Donald Trump’s recent campaign pledge to eliminate double taxation on U.S. citizens living abroad. Together, they explore how campaign promises, especially on tax reform, are often ambitious but face significant legislative hurdles. They provide an in-depth look at the impact of these promises on expatriates and the broader investment landscape. Steven and Gerry also shed light on the intricacies of U.S. tax policies, especially in the context of global income, and why the U.S. approach to taxation often leaves American expats frustrated.

Steven explains why these promises, while appealing, often don’t have the political or economic support needed to succeed. From the procedural steps of passing tax reform in the U.S. Senate to the impact of policy changes on citizens abroad, Steven outlines what’s at stake. The discussion also touches on the historical roots of U.S. tax policies, comparing them with Canada’s approach, and highlights the reasons behind certain complex provisions. Whether you’re an expat, investor, or just interested in understanding U.S. tax policy, this episode dives into the realities behind campaign rhetoric and the likely outcomes for taxpayers.

Key Topics

1. Campaign Promises and Tax Policy

• Trump's pledge on double taxation and legislative challenges.

2. Double Taxation on U.S. Expats

• Impact of global income tax on U.S. citizens abroad.

3. U.S. vs. Canadian Tax Systems

• Key differences in policy and legislative processes.

4. Flat Tax Feasibility

• Pros and cons of a flat tax in the U.S.

Resources: Connect with Steven Flynn on LinkedIn