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Guides

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

1,423 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
1,423 guides
Cross-Border Tax (U.S.–Canada)

U.S. Company Selling Into Canada: GST/HST Registration, Regulation 105 Withholding, and the Canadian Permanent Establishment

October 1, 2026

A U.S. business selling to Canadian customers meets Canada's consumption tax before its income tax: GST/HST registration (including the simplified regime for digital sales to consumers), Regulation 105 withholding when its people perform services in Canada, and — only if it has a Canadian permanent establishment — Canadian income tax on the profits. Here is each, the Canadian treaty-based return, and the provincial sales taxes that sit alongside.

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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.

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