C-31 is at senate pre-study · 3,961 signedTake action →
GuestEp. 16April 8, 2026

The IRS And CRA Double Tax Trap For Canadians

What no one tells you about the million-dollar tax traps, IRS penalties, and the entity mismatch that can bankrupt your investment.

📥 Free resources from this episode

Guide

US Client Toolkit

The Advisors Table

Guide

US Client Toolkit

A complete toolkit for Canadian corporations billing US client, covering W-8BEN-E, HST zero-rating, withholding, and cross-border tax considerations.

What's inside

  • Calculate US withholding, HST, salary vs. dividends, and PSB exposure
  • Non-resident certification template for GST/HST zero-rating
  • Annotated W-8BEN-E sample with field-by-field guidance
  • Blank W-8BEN-E form for completing and submitting to US clients

Show Notes

In this episode, we sit down with US Tax Specialist, Sandy Saini, to uncover why forming a U.S. LLC – often promoted as a simple and tax-efficient structure – can quickly turn into a costly mistake for Canadian residents.

While LLCs offer flexibility and liability protection in the United States, the way Canadian tax law treats these entities creates a serious mismatch that can lead to unexpected reporting obligations, double taxation, and significant penalties.

Through This Deep Dive, We Break Down:

• Why U.S. LLCs are often unsuitable for Canadian residents

• Why the CRA and IRS classify LLCs differently – and how it can lead to double taxation

• How "disregarded entities" work in the U.S. and why Canada doesn't recognize them the same way

• The hidden reporting requirements, including Form 5472 and Canadian foreign disclosure filings

• How missed foreign disclosure filings can trigger severe cross-border penalties

• The impact of post-2018 U.S. tax rules on non-U.S. LLC owners

• Structuring strategies, including blocker corporations, to reduce cross-border tax friction

• How the Canada-U.S. Tax Treaty can lower withholding taxes when structured properly

This Episode Is Essential To View For:

✓ Canadians looking to purchase "cheap" US real estate in Florida or elsewhere

✓ Entrepreneurs tempted by low-cost online LLC formation services

✓ Investors who currently own US assets through a single-member LLC

✓ Accountants and advisors looking to understand the risks of cross-border entity mismatches

Key Topics Covered:

• Canada vs. U.S. entity classification rules for LLCs

• The Three Tiers of Classification: Disregarded Entities, Partnerships, and C-Corporations

• Canadian tax treatment of U.S. disregarded entities

• Foreign Disclosure filings (T1134, Form 5472, and related reporting)

• Double taxation risks and foreign tax credit limitations

• Post-2018 U.S. tax law changes affecting non-U.S. owners

• Cross-border corporate structuring and blocker corporations

• Canada-U.S. Tax Treaty planning and withholding tax reduction

• Compliance risks and penalty exposure in cross-border structure

Full Transcript

CEDAR GROUP IS HIRING

Senior Tax Manager · Tax Manager

2 open roles — Oakville, ON

Two ways in: the groundwork under our advisory files, or a senior seat with a defined path to Manager.

VIEW OPEN ROLES →