Roughly $1 trillion is expected to move from Canadian boomers to the next generation this decade, mostly locked inside privately held businesses — and there are genuinely three different paths, not one.
Family business succession fails more often from delay than from bad decisions. Only about 30% of family businesses survive into a second generation, and just 12% reach a third — not primarily because of tax mistakes, but because the plan started too late, or never started at all.
Uses the Lifetime Capital Gains Exemption and, since recent intergenerational transfer rule changes, can qualify for genuine capital gains treatment rather than being taxed as a dividend — but only if the transfer meets specific, real conditions, not just any sale to a related party.
Maximizes sale price through a competitive process; the LCGE still applies to qualifying shares. Requires the business to run well without the owner's direct daily involvement — a real readiness test many owners underestimate.
A newly permanent path (more below) that keeps the business intact and Canadian-owned, funded by future profits rather than requiring an outside buyer or employees' personal savings.
An EOT is a Canadian-resident trust that acquires a controlling interest in a business on behalf of its employees. The sale is typically financed through the company's own future profits, paid to the departing owner over 5–10 years, rather than requiring employees to personally finance a buyout or a bank to underwrite the whole purchase upfront.
EOTs are also exempt from the 21-year deemed disposition rule that applies to most family trusts (see our family trusts article), and get an extended 10-year capital gains reserve instead of the standard 5 years. It tends to fit businesses in roughly the $5–75 million EBITDA range with a real employee base — not every small business, but a genuinely broader set of owners than the headline suggests.
Canada's capital gains inclusion rate stayed at 50% (the proposed increase to 66.67% was cancelled in March 2025 and never took effect) — but the Lifetime Capital Gains Exemption itself keeps rising with indexation, currently $1,275,000 for 2026. Whichever path you take, qualifying for it depends on meeting the active-business-asset tests well before the transaction — not something to clean up in the final weeks.
Model what a business sale or transfer, timed years out, actually does to your family's long-term numbers.
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