Is tax-aware long/short a capital gains escape hatch following an exit?

Possible, but depends on investor circumstances and the markets.

Are the net capital losses generated by tax-aware long/short strategies like the 130/30, 200/100, and 250/150 so substantial that...

1) An investor could exit their business, investment property, or concentrated stock position, ₿₿₿, etc., and...

2) Contribute all the cash proceeds to a long/short portfolio, and...

3) Realize enough capital losses in the same calendar year to offset all the gains from the exit?