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Cross-Border Tax

One advisor, two tax systems.

Canada–U.S. tax planning and compliance for individuals, families, and businesses with interests on both sides of the border — coordinated so the two systems work together, not against you.

Overview

When life or business crosses the border

Canada and the United States both tax their residents on worldwide income and run parallel reporting regimes. Most cross-border problems fall into three buckets: someone is moving across the border, income or assets are split between the two countries, or a U.S.-side filing gap has surfaced. The practice below, led by Simone Barrett (admitted in Ontario and Florida), handles all three.

  • Cross-Border Tax

    Tax problems that straddle the Canada-US border are rarely solved by looking at one country at a time. Our cross-border practice, led by Simone Barrett — admitted in Ontario and Florida — coordinates Canadian and US federal tax positions so the two systems work together rather than against you.

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  • Departure Tax

    Canada's departure tax — the deemed disposition under Section 128.1 of the Income Tax Act — treats most of your worldwide assets as sold the day you leave. Planning ahead can defer the tax, post security in lieu of payment, or restructure holdings so the deemed gain is smaller.

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  • Snowbird Tax Planning

    If you spend more than a third of the year in the United States across a rolling three-year window, the IRS can treat you as a US tax resident — exposing your worldwide income to US tax. The closer-connection statement (Form 8840) and the Canada-US treaty's residency tie-breaker keep most snowbirds on the Canadian side, but the analysis isn't automatic.

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  • FATCA & FBAR

    A US citizen or green-card holder living in Canada is subject to US tax on worldwide income and to two parallel disclosure regimes — FBAR (FinCEN 114) for foreign financial accounts and Form 8938 (FATCA) for specified foreign financial assets — with penalty schedules that can dwarf the underlying tax.

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  • Streamlined Filing

    If you're a US person who hasn't been filing US returns or FBARs and your non-filing was non-willful, the IRS's Streamlined Foreign Offshore Procedures provide a structured path to compliance: three years of amended Form 1040s, six years of FBARs, and a signed certification — without civil penalty if accepted.

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  • FIRPTA Withholding

    Under the Foreign Investment in Real Property Tax Act (FIRPTA), a US buyer of US real estate from a non-resident foreign person must withhold up to 15% of the gross sale price and remit it to the IRS. The withholding is not the final tax — it's an advance against the actual US tax liability — but the cash impact at closing is substantial.

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  • Section 116 Clearance

    A non-resident selling taxable Canadian property — Canadian real estate, shares of certain private Canadian corporations, partnership interests deriving value from Canadian real estate — must obtain a Section 116 clearance certificate from the CRA. Without it, the purchaser is required to withhold 25% (or higher, in some cases) of the gross sale price.

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  • US Estate Tax for Canadians

    If you are a Canadian who owns US real estate, US-corporation shares, or other US-situs assets, US estate tax can apply at your death — even with no other US connection. The Canada-US tax treaty provides a prorated unified credit, but the math depends on the size of your worldwide estate and the value of your US-situs holdings.

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  • US-Canada Estate Planning

    Estate planning that crosses the Canada-US border touches Canadian capital-gains-at-death rules, US estate tax, QDOT planning for non-citizen spouses, and the Canada-US treaty estate-tax credit. Coordinated wills, beneficiary designations, and asset titling avoid the common double-tax traps.

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  • Cross-Border Trusts

    Trusts with one foot in Canada and one foot in the US carry a thicket of overlapping rules: Section 94 of the Canadian Income Tax Act, the US grantor-trust regime, throwback rules on accumulated income, FATCA reporting, and treaty residency. We design and remediate cross-border trust structures so each system reaches the conclusion you want.

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Guides

Cross-border guides

Plain-English explainers on the rules that catch people moving, investing, or doing business across the border.

FAQ

Cross-border questions, answered

Do US citizens living in Canada have to file US tax returns?
What are FBAR and FATCA reporting and who has to file them?
What is departure tax when leaving Canada?
Do Canadian snowbirds have to file US tax returns because of time in the US?
Can I make a voluntary disclosure about offshore assets or T1135 filings?
How does FIRPTA withholding affect Canadians selling US real estate?
Can Canadians be subject to US estate tax?
What is the IRS Streamlined Foreign Offshore Procedure and who qualifies?

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