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Canada's Double Tax Trap

Canada’s tax system hits private business owners with one of the most destructive provisions in the entire Income Tax Act: double taxation on death. When a shareholder dies, the CRA taxes the same corporate value twice — once as a capital gain, and again as a deemed dividend. This “double tax trap” can quietly erase millions in family wealth unless the right post-mortem strategies are in place. In this video, I break down the legal, financial, and tax-planning tools available to business owners and their advisors — including the 164(6) loss-carryback, pipeline planning, corporate-owned life insurance, and the 50% solution — and how they work together to legally reduce or eliminate double tax. Whether you’re a business owner, executor, accountant, estate lawyer, or advisor, this episode gives you the framework to defend intergenerational wealth — using provisions inside the Income Tax Act itself.