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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.

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  • 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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U.S. citizens & green-card holders in Canada

  • U.S. Citizens in Canada

    A U.S. citizen or green-card holder who lives in Canada stays inside the U.S. tax system for life. The United States taxes its citizens and lawful permanent residents on their worldwide income wherever they live, so a person with an entirely Canadian paycheque, bank account, and mortgage still owes the IRS an annual return plus a stack of disclosure forms — often with no U.S. tax actually due. The work is reconciling two tax systems, claiming the right treaty relief, and steering clear of the Canadian accounts that quietly become U.S. problems.

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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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  • PFICs (Canadian Funds)

    Almost every Canadian mutual fund and exchange-traded fund is a passive foreign investment company (PFIC) in the eyes of the IRS, and for a U.S. citizen or green-card holder living in Canada that label changes everything. Without a timely election, the default section 1291 regime strips away the favourable capital-gains treatment, taxes gains and large distributions at the highest U.S. rate, and adds a compounding interest charge — on top of a separate Form 8621 for each fund, every year. This page explains how the PFIC rules work on both sides of the border, the elections that can soften them, and why many U.S. persons in Canada ultimately restructure their portfolios.

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  • TFSA/RESP U.S. Tax

    A Tax-Free Savings Account, Registered Education Savings Plan or Registered Disability Savings Plan is tax-free in Canada, but the Internal Revenue Service does not see it the same way. For a U.S. citizen or green-card holder living in Canada, the income inside these plans can be taxable in the United States each year, and the accounts can trigger foreign-trust, PFIC and foreign-account reporting that has nothing to do with the Canada Revenue Agency. Barrett Tax Law helps U.S. persons understand how these registered plans are treated on both sides of the border and how to bring their U.S. filings into order.

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  • GILTI / CCPC U.S. Owners

    If you are a U.S. citizen or green-card holder who owns shares of a Canadian corporation, the U.S. controlled-foreign-corporation rules can reach into that company's profits before a single dollar is ever paid out to you. Subpart F income, the GILTI inclusion (renamed net CFC tested income, or NCTI, beginning in 2026), and annual Form 5471 reporting create a timing and character mismatch with Canadian corporate tax that can produce double taxation if it is not planned for. Barrett Tax Law, whose cross-border practice is led by Simone Barrett (admitted in Ontario and Florida), helps U.S. shareholders of Canadian companies understand these inclusions, evaluate the section 962 election and the high-tax exception, and coordinate both countries' rules.

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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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  • Renouncing U.S. Citizenship

    Renouncing U.S. citizenship is a deliberate legal act with two separate dimensions: a State Department process that ends your nationality, and a tax process under Internal Revenue Code section 877A that can impose a one-time "exit tax" on the way out. The two do not happen automatically together, and the most expensive mistakes are made by people who handle the consulate appointment without first working through the covered-expatriate tests and the Form 8854 certification. Barrett Tax Law, led on cross-border matters by Simone Barrett (admitted in Ontario and Florida), helps Canadian-resident U.S. citizens and long-term green-card holders understand the exit-tax exposure before they renounce, so the timing and the filings line up.

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Canadians with U.S. property & investments

  • U.S. Rental Income

    If you are a Canadian who rents out a U.S. property, the default U.S. rule is unforgiving: a flat 30% tax is withheld on your gross rents, with no deduction for mortgage interest, property tax, repairs, or depreciation. The Internal Revenue Code section 871(d) election lets you flip to U.S. taxation on net rental income at graduated rates, filed on Form 1040-NR — almost always a far better result. Barrett Tax Law helps Canadians make and document this election correctly, coordinate the Canadian reporting, and plan ahead for the FIRPTA withholding that arrives when the property is eventually sold.

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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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  • U.S. Gift Tax

    A Canadian who has never lived in the United States can still trigger U.S. gift tax simply by giving away the wrong kind of U.S. property. The rules turn entirely on what is given and where it sits: a gift of U.S. real estate or tangible property located in the U.S. can be taxed, while a gift of shares or other intangibles usually is not. Because the Canada-U.S. treaty's unified-credit relief applies to estate tax at death but not to lifetime gifts, the safest gifts are often the ones planned before the transfer, not after.

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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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  • U.S. LLC Trap

    A U.S. limited liability company is one of the most misunderstood structures a Canadian can own. The United States usually treats an LLC as a flow-through, taxing the Canadian member directly on its share of income, while the Canada Revenue Agency treats the same LLC as a corporation. That single mismatch in classification can produce double taxation, a denied or wasted foreign tax credit, and unrecoverable U.S. tax. Barrett Tax Law helps Canadians who already hold an LLC, and those weighing whether to use one, understand the trap before it costs them and plan a structure that both countries can live with.

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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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  • Cross-Border Real Estate

    Whether it's a Florida condo bought by a Canadian or a Toronto rental held by an American, cross-border real estate structures have lifetime consequences for income tax, estate tax, capital-gains treatment, withholding obligations, and audit risk. Choosing the right structure at the purchase stage avoids costly restructuring later.

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Moving between Canada & the U.S.

  • Residency & Tie-Breaker

    Tax residency is the single fact that decides whether Canada, the United States, or both can tax your worldwide income — and the two countries use very different tests to reach that answer. When their rules overlap and you come out resident of both, Article IV of the Canada-US tax treaty supplies an ordered tie-breaker (permanent home, centre of vital interests, habitual abode, then citizenship) that assigns you to one country for treaty purposes. Getting residency right is the foundation of every other cross-border filing decision, and getting it wrong can mean double taxation, missed elections, or unexpected exit-tax exposure.

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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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  • Pre-Relocation Tax Planning

    Canadian tax planning before a relocation focuses on minimizing the Section 128.1 departure-tax exposure, cleaning up account positions that would be tax-disadvantaged after the move (Canadian mutual funds, TFSAs, RESPs), and restructuring closely-held corporations while they're still under Canadian tax rules.

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  • Pre-Emigration (to U.S.)

    Moving from Canada to the United States triggers tax consequences in both countries at the same moment, and the most valuable planning happens before you arrive. Canada imposes a departure (deemed-disposition) tax on the way out, while the U.S. begins to tax your worldwide income once you become a resident there — and the two systems do not automatically line up. Coordinating the timing of the move, the U.S. cost-basis position of your assets, your RRSP treaty election, and your dual-status first-year return can prevent the same gain from being taxed twice and avoid costly information-return penalties. Barrett Tax Law, led on cross-border matters by Simone Barrett (admitted in Ontario and Florida), works through the U.S. side of an emigration in coordination with the Canadian departure plan.

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  • Pre-Immigration Planning

    The Canadian tax bill you carry for the rest of your life is largely set in the months before you land. When you become a Canadian resident, subsection 128.1(1) of the Income Tax Act treats almost all of your worldwide property as freshly acquired at fair market value on your arrival date — a cost-base “step-up” that can permanently shelter gains that accrued before you moved, but only if your records and your transactions are ordered correctly first. Barrett Tax Law, led by Simone Barrett (admitted in Ontario and Florida), helps individuals and families plan the arrival side of a cross-border move before residency is triggered.

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  • New-Resident Tax Planning

    When you become a Canadian tax resident, paragraph 128.1(1)(b) of the Income Tax Act gives you a one-time fair-market-value cost-base reset on most of your worldwide assets — sheltering all pre-arrival appreciation from Canadian tax. The window for planning closes the day Canadian residency begins.

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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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Cross-border business & corporate

  • Permanent Establishment

    When a Canadian or U.S. business sells, hires, or operates across the border, the question that decides whether it owes income tax in the other country is whether it has a permanent establishment (PE) there. Under Article V of the Canada-U.S. tax treaty, business profits are taxable only where a PE exists, so understanding what creates one — a fixed place of business, a dependent agent, a long construction site, or extended on-site services — is the difference between a treaty exemption and an unexpected return, withholding, and penalties on the other side of the border.

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  • Reg 105/102 Withholding

    When a non-resident earns fees, commissions, or other service income for work performed in Canada, the payer is generally required to withhold 15% of the gross amount under Regulation 105 of the Income Tax Regulations — and to withhold under Regulation 102 on remuneration paid to non-resident employees who work in Canada. The withholding is not a final tax; it is a deposit against any Canadian liability that may ultimately be assessed. With advance planning, a Canada-US treaty waiver or a reduced-withholding waiver can often release some or all of the funds before the work begins. Barrett Tax Law, led by Simone Barrett (admitted in Ontario and Florida), helps US individuals and businesses navigate Regulation 105 and 102 withholding, the waiver process, and T4A-NR reporting.

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  • T1134 / T106 Reporting

    If a Canadian business owns part of a foreign corporation or transacts with related non-residents, the Canada Revenue Agency expects two information returns most owners have never heard of: Form T1134 for foreign affiliates and Form T106 for non-arm's-length cross-border dealings. The dollar amounts are reporting thresholds, not taxes — but missing the filings carries day-rate and gross-negligence penalties that dwarf the work of filing, and the same numbers feed the transfer-pricing rules under section 247 of the Income Tax Act. Barrett Tax Law helps Canadian companies and their owners identify what they hold abroad, file on time, and document related-party pricing before a question becomes an assessment.

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  • Cross-Border M&A

    Cross-border deals between Canadian and US companies — Canadian buyer of US target, US buyer of Canadian target, cross-border merger of equals — bring tax issues that are routinely missed in the closing rush: treaty residency of the surviving entity, Subpart F / GILTI inclusions, branch profits tax, transfer pricing on integration, and the choice between asset and share deals.

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Estate, trusts & retirement

  • 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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  • Cross-Border Retirement

    Retirement savings that cross the Canada-US border carry a hidden second tax system. An RRSP, RRIF, 401(k), IRA or Roth IRA that is fully sheltered in one country can become taxable, double-taxed or burdened with penalty filings in the other unless the Canada-US tax treaty is applied carefully and the right elections are made on time. Barrett Tax Law helps individuals and families align both countries' rules before a move, a withdrawal or a transfer locks in an avoidable result.

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  • Foreign Tax Credits

    When the same income is taxed in both Canada and the United States, the foreign tax credit is the main mechanism that keeps you from paying twice — but only if the two systems line up on timing, character, and source. Our cross-border practice, led by Simone Barrett (admitted in Ontario and Florida), coordinates the Canadian credit under ITA section 126 with the US credit on Form 1116 and the relief rules in Article XXIV of the Canada-US treaty, so the credit you are entitled to is actually the credit you receive.

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Representation

  • US IRS Representation

    Barrett Tax Law represents clients in US federal IRS examinations, Office of Appeals proceedings, and Florida-state tax matters. Simone Barrett is admitted in Florida (The Florida Bar) and Ontario (Law Society of Ontario), so she can represent clients in matters of US federal tax law, Florida state tax law, and Canadian tax law. For US-state tax matters outside Florida, the firm engages locally-admitted counsel.

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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

Does Barrett Tax Law help Canadians with cross-border Canada–U.S. tax issues?
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?
Does the UAE have a corporate tax now?
If I move to the UAE, do I automatically stop paying Canadian tax?
What is a Qualifying Free Zone Person (QFZP)?
How does a UAE Tax Residency Certificate help with the Canada–UAE tax treaty?
Can a Canadian-owned UAE company be taxed in Canada?
Do the UAE's transfer pricing rules apply to small businesses?

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