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As far as I can tell, the entire problem can be solved by just fixing this flaw. You don't even have to tax most of the estate, just tax realized gains by the widow/heirs when they sell the stock. And this entire 100 comment+ thread can be avoided.

Or am I missing something?



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Yes, eliminate the "tax cost of asset gets reset by death" rule and the entire problem evaporates.

Which, incidentally, is exactly what Canada does in the case of assets inherited by a spouse. (Assets inherited by non-spouses are usually but not always considered to be sold at market value, resulting in a tax bill for the estate. I am not a tax lawyer and this is not legal advice.)


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