A non-resident's own filing obligation under section 116 is not where the risk actually lands. It lands on the buyer.
Short answer
The buyer, by default. Under subsection 116(5), a purchaser who acquires taxable Canadian property from a non-resident is liable to withhold and remit tax on the purchase unless a clearance certificate has been issued, or unless, “after reasonable inquiry the purchaser had no reason to believe that the non-resident person was not resident in Canada”.
Section 116 gives a non-resident vendor a route to a clearance certificate before or after closing, but the operative risk sits with the purchaser: absent a certificate, subsection 116(5) makes the purchaser liable to remit 25% of the amount by which the property’s cost exceeds the certificate limit. The purchaser has exactly two defences — a certificate, or the reasonable-inquiry standard above — and neither is automatic.
The relevant threshold for whether private company shares fall inside the taxable Canadian property regime at all turns on a separate definitional test in paragraph 248(1)(d): whether more than 50% of the corporation’s value, at any point in the preceding 60 months, was derived from Canadian real or resource property. Shares of an operating business with little or no real estate can fall entirely outside the regime, in which case section 116 does not apply at all.
One file shows one of four founding shareholders having moved to Florida years earlier, discovered in the buyer’s own diligence — and section 116 made that discovery the buyer’s problem, not just hers.
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