Clear pricing, quoted before any work begins. Book a free fit call.

Guides

Straight answers, written by the people who’d file it.

1,407 plain-English guides on cross-border moves, US and Canadian returns, and small-business money. Each one ends in what to do next, and says when a written Position Check is the smarter first step.

CROSS-BORDER A Canadian Corporation With a U.S. Shareholder
  • What applies to you
  • What it costs if you wait
  • What to do next
1,407 guides
Cross-Border Tax (U.S.–Canada)

Canadian Buying a Florida Business: The Purchase Structure, the E-2 Visa, the Entity, and the Canadian Tax on the Profits

September 30, 2026

Canadians buy Florida businesses — a franchise, a service company, a motel, a restaurant — often as part of an E-2 treaty investor visa plan. The purchase has to work for the visa, the entity has to work for both countries' tax systems (the LLC that suits an American buyer usually doesn't suit a Canadian), and the profits have to reach the Canadian owner without being taxed twice. Here is the purchase structure, the entity choice, the U.S. and Florida taxes on the business, and the Canadian side for an owner who keeps Canadian residency or gives it up.

Read more →
Cross-Border Tax (U.S.–Canada)

Canadian Company Expanding to Florida: Subsidiary or Branch, Permanent Establishment, Transfer Pricing, and the First U.S. Hire

September 30, 2026

A Canadian company moving into the Florida market decides first whether it will have a permanent establishment in the United States — and if it will, whether to operate through a U.S. subsidiary or a branch of the Canadian company. The answer shapes which country taxes what, the forms on both sides, the transfer pricing between the companies, the payroll for the first U.S. employee, and Florida's own corporate tax. Here is the decision and its consequences.

Read more →
Cross-Border Tax (U.S.–Canada)

Canadian Employer With U.S. Employees: Payroll Registration, the Remote Worker in Florida, and the Totalization Certificate

September 30, 2026

A Canadian company that hires someone who lives and works in Florida — a remote employee, not a Canadian on assignment — becomes a U.S. employer: an employer identification number, federal withholding and FICA, Forms 941 and W-2, Florida reemployment tax, and possibly a U.S. permanent establishment. A Canadian employee sent to work in the U.S. is a different case with a totalization certificate and immigration status. Here are both, and the employer-of-record alternative.

Read more →
Cross-Border Tax (U.S.–Canada)

Canadian Resident Owning a U.S. LLC: The Hybrid Entity Problem, the Double Tax, and the Fixes

September 30, 2026

A U.S. LLC is the default entity for American small businesses and one of the worst entities a Canadian resident can own: the United States treats a single-member LLC as disregarded (its income is the owner's), while Canada treats it as a foreign corporation — and the mismatch can produce tax in both countries with no credit to fix it. Here is how the double tax happens, the Form 5472 the LLC must file, the rental property and business cases, and the fixes — the corporate election, the limited partnership, and the direct ownership alternatives.

Read more →
Cross-Border Tax (U.S.–Canada)

Canadian Selling Florida Real Estate: FIRPTA Withholding, the Withholding Certificate, Form 8288-B, and the Canadian Return

September 30, 2026

When a Canadian sells a Florida condo, house, or commercial property, the buyer must withhold 15 percent of the sale price and send it to the IRS under FIRPTA — often far more than the seller's actual U.S. tax on the gain. The withholding certificate (Form 8288-B) can reduce it before closing; the U.S. nonresident return recovers the excess after. Here is the withholding, the exceptions, the certificate, the U.S. return, the depreciation recapture, and the Canadian return where the gain is taxed again with a credit.

Read more →
Cross-Border Tax (U.S.–Canada)

Canadian Snowbird Running a U.S. Business: Substantial Presence, the Closer Connection Form 8840, and Effectively Connected Income

September 30, 2026

A Canadian who winters in Florida and does some business there — manages a rental, consults for a client, runs a small venture — has two separate U.S. questions: is the Canadian a U.S. resident for tax purposes (the substantial presence test and the closer connection exception), and is the business income effectively connected with a U.S. trade or business, taxable in the United States regardless of residency. Here is each test, the forms, and the Canadian side that must stay intact.

Read more →
Cross-Border Tax (U.S.–Canada)

U.S. Citizen Owning a Canadian Corporation: Form 5471, GILTI, Subpart F, and the Section 962 Election

September 30, 2026

A U.S. citizen living in Canada who owns a Canadian-controlled private corporation — the standard structure for a Canadian small business — owns a controlled foreign corporation in the eyes of the IRS: Form 5471 every year, the GILTI inclusion on the company's active profits, subpart F on its passive income, and the section 962 election that can make the U.S. tax on those inclusions workable. Here is each piece and how it meets the Canadian small business deduction.

Read more →
Cross-Border Tax (U.S.–Canada)

Form T776 and Section 216: Rental Income for Non-Residents

September 29, 2026

Form T776 explained: the statement of real estate rentals every Canadian landlord files, the deductible expenses and capital cost allowance, and — for a landlord living in the United States — the 25 percent withholding on gross rent, the section 216 election to be taxed on net income instead, the NR6 undertaking, and how the same income is reported on U.S. Schedule E.

Read more →