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If you are talking about a net $150K loss, you may indeed never use it up. The good news is that for the foreseeable future you'll owe no tax when you sell winners.
Indeed, this is my situation now.

Some people think it's wise to sell winner/keepers and rebuy them, thus using up some of the loss. To me it doesn't make sense.
I am of the same opinion.

I was hoping that I am overlooking something in:

IRA distribution
IRA-RothIRA conversion
Taking a mortgage on my fully paid of house.
Getting a bigger house using home equity loan .
Buying summer house using mortgage.


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