Chapter 1: Introduction

The United States is the world’s largest economy and most dynamic consumer market, making it an attractive destination for Canadian companies seeking expansion. With strong bilateral trade, close geography, a shared language, and cultural familiarity, the U.S. is a natural next step for Canadian entrepreneurs. However, entering the U.S. market requires a clear understanding of cross-border tax rules, legal setup, and regulatory compliance. Read More

Short-term rentals through platforms like Airbnb, VRBO, and Booking.com have become a popular strategy for Canadians to generate additional income. However, these rental activities come with important income tax and GST/HST implications. As of January 1, 2024, new federal legislation has introduced even stricter rules, particularly regarding municipal compliance. This article outlines the key tax considerations, how GST/HST applies, what happens when you sell a rental property, and what investors must consider before offering short-term accommodations. Read More

In today’s global environment of tax transparency and regulatory alignment, entrepreneurs and consultants must structure their businesses with care. The goal is to achieve legitimate tax efficiency while maintaining full compliance with local and international laws. A proven strategy that meets this objective involves using a dual-jurisdiction structure incorporating entities in Barbados and St. Lucia.
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When a Canadian taxpayer changes the use of a property from personal use (such as a principal residence) to income-producing use (such as a rental), or vice versa, the Income Tax Act may trigger a deemed disposition at the property’s fair market value. Read More

Are you planning a move from the United States to Canada? Congratulations –  but along with your big move comes a web of complex tax implications that many Americans aren’t prepared for. Expert cross-border tax accountants from Madan CPA understand how overwhelming this can be. This guide highlights key tips every American moving to Canada must know to optimize their tax situation and avoid common financial pitfalls. Read More