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Guides · Cross-Border

Cross-Border guides

601 plain-English guides on cross-border, each one ending in what to do next.

All Cross-BorderUS TaxCanadian TaxSmall Business & BookkeepingCFO & AdvisoryTax Planning

Page 23 of 26, newest first.

Cross-Border

I moved from Canada to the US and never reported my Canadian accounts. What is the 5 percent actually 5 percent of?

The Streamlined Domestic Offshore penalty is 5% of the highest December 31 total of your unreported foreign assets across the covered years, charged only once.

Aug 15, 2026
Cross-Border

Can I ask the CRA to cancel penalties and interest?

Yes, on Form RC4288. ITA 220(3.1) reaches penalty and interest but not the tax, ten years from year end. The CRA runs interest on a ten-year accrual clock.

Aug 8, 2026
Cross-Border

Can I defer paying Canadian departure tax?

Yes. Form T1244 elects under ITA 220(4.5) to defer the tax on your deemed disposition, and the statute deems security accepted up to a floor amount.

Aug 8, 2026
Cross-Border

Do I still get the principal residence exemption after leaving Canada?

Leaving Canada doesn't cancel the principal residence exemption, and the departure rules don't trigger it either. Covers key rules, filing requirements,.

Aug 8, 2026
Cross-Border

Can I make a check-the-box election on my Canadian corporation before I move to the US?

Usually not. Canadian Corporations and Companies are treated as corporations for US tax, so Form 8832 is closed to them.

Aug 7, 2026
Cross-Border

Do I need to file Form 8840 as a Canadian snowbird?

If you meet the substantial presence test and want the closer connection exception, Form 8840 is the statement you file.

Aug 7, 2026
Cross-Border

Do I need to file a T1134 for my US company?

Yes if you're resident in Canada and a US corporation is your foreign affiliate: 1% yourself, 10% across related persons, 10 months after year end.

Aug 7, 2026
Cross-Border

Do I pay both US self-employment tax and CPP?

US self-employment tax is a US-person exposure: it generally reaches US citizens and US residents wherever they live. Covers key rules, filing.

Aug 7, 2026
Cross-Border

Do I still need to file Form 8891 for my RRSP?

No, and the relief reaches back further than most write-ups say. But it left Form 8938 and the FBAR standing, and that carve-out is in the operative text.

Aug 7, 2026
Cross-Border

Who actually files Form 3520-A, and why is a calendar-year trust's deadline before my tax return?

The foreign trust files it, the trustee signs it, and it's due the 15th day of the 3rd month after the trust's year end (15 March for a calendar-year.

Aug 7, 2026
Cross-Border

I'm a US citizen with a Canadian corporation. Is GILTI still called GILTI?

Public Law 119-21 renamed GILTI to net CFC tested income in July 2025, but the mechanics stayed the same. Canadian corps still trigger the US inclusion.

Aug 7, 2026
Cross-Border

I moved to the US but kept my Canadian clients. Which country taxes that income?

The US, if the move made you a US tax resident, and the reach is then wider than you'd expect: a resident is liable on income from sources inside.

Aug 7, 2026
Cross-Border

Moving from Toronto to New York for work: how do the taxes actually work?

Three taxes stack when you move from Toronto to New York: state, city, and nonresident sourcing. Departure tax and RRSP treatment on top.

Aug 7, 2026
Cross-Border

Can I just start filing US returns going forward instead of doing Streamlined?

Filing US returns quietly going forward skips Streamlined's penalty protection. The trade-off between a quiet disclosure and the formal program.

Aug 7, 2026
Cross-Border

Should I file Form NR74 when I move to Canada?

Form NR74 produces a non-binding CRA opinion on your residency status when entering Canada. Usually not worth filing, for the same reason NR73 is risky.

Aug 7, 2026
Cross-Border

Do I pay US tax on an inheritance or gift from my Canadian parent?

No, it's not taxable income. But once a gift or inheritance from a Canadian parent tops $100,000 in a year, Form 3520 is required.

Aug 7, 2026
Cross-Border

When do I actually need to file Form 8833 for a Canada-US treaty position?

You need it when you take the position on a US return that the treaty overrules or modifies US tax law, and no waiver covers you.

Aug 7, 2026
Cross-Border

I'm a Canadian and I rent my Florida condo on Airbnb. Is that different from a normal rental?

Short-term US rentals by Canadian owners trigger different passive activity and withholding rules than long-term leases.

Jul 30, 2026
Cross-Border

I'm buying a house in Canada and the seller might be a non-resident. Am I liable for their tax?

Yes. ITA 116(5) makes you liable for 25% of the full price if the non-resident seller lacks a clearance certificate. Covers treaty provisions, foreign tax.

Jul 30, 2026
Cross-Border

Canadian Buying US Property: The Complete Tax Picture

Buy a US property as a Canadian and four obligations attach: a US charge on rental income, withholding on the sale keyed to gross price.

Jul 30, 2026
Cross-Border

I'm a Canadian selling my US rental. What is depreciation recapture?

Section 1250(a) recapture is zero on a post-1986 straight-line residential rental held more than a year (sell inside a year and it's real).

Jul 30, 2026
Cross-Border

I'm buying a place in Florida. Should I hold it personally, in an LLC, in my Canadian company, or in a trust?

It depends on the property's value, estate plan, and exposure. It depends on the axis, and this page lays out each rather than picking for you.

Jul 30, 2026
Cross-Border

I'm moving back to Canada and still own a place in Florida: should I sell before I go?

The decision turns on the US side (basis doesn't move) and one Canadian filing that switches on unless the place is personal-use.

Jul 30, 2026
Cross-Border

I'm a Snowbird and I Just Bought a Florida Condo. Does That Change My Taxes?

No, a condo doesn't change your day count. Your day count does that, and ownership isn't a term in it. No, the purchase doesn't put you on a US.

Jul 30, 2026