1. The bill nobody plans for
At death, tax authorities consider that you sold everything you own at fair market value. The capital gain on the cottage bought for $180,000 and now worth $900,000 becomes taxable. An RRSP or RRIF not rolled over to a spouse is added in full to the final return. Your company shares are deemed sold, even if nobody is buying them.
Result: a $3M estate may owe $500,000 to $800,000 in tax within months of death, before a single dollar reaches the children. Without liquidity, heirs sell — often fast, often badly — the very asset you wanted to pass on.
