That is definitely possible. To a major hedge fund, the huge gamble might just be a balancing act between various bets.
But I would think "someone" at the hedge fund (as opposed to the computer algorithms spitting out 100 share short blocks) is watching this for any such hedge fund. They may have a ton of cash, but burning it does not create good year end bonuses or allow them to hit the top tier splits of their profit sharing agreements.
What is it going to take to get that "someone" to pull the plug on the shorting program, because they realize that it is a losing hand?
Could they be making so much on the option side (through the expiration of worthless call options) that the cost of shorting is immaterial?
-D