The one worth raising with your accountant regardless
Ontario-specific, time-sensitiveNothing on today’s page points at it directly, but it sits underneath the whole Frist item: if Rocky Software’s shares qualify as QSBC shares, the lifetime capital gains exemption (roughly $1.25 million per individual, indexed) applies on a sale — and a family trust can multiply it across beneficiaries. The qualification tests are the trap: broadly, 90% of assets used in an active business at the time of sale, and more than 50% throughout the preceding 24 months. Excess cash and investments sitting inside the operating company are the usual thing that breaks them, and the fix — purification — takes time you do not have once a buyer is at the table.
First step this week → Ask your accountant one question: “If I sold the company tomorrow, would my shares pass the QSBC asset tests?” If the answer is no or unsure, that is a 24-month clock you want started.