There's something to be said of the opportunity cost. I'm not saying this will necessarily happen, but it's definitely a possibility and anyone who holds and holds without ever selling would in essence "lose" money in such a case. Not criticizing your strategy, but just saying it could happen and we're all essentially gambling on the future of bitcoin.
You're depressing, be positive! 
There is a reverse, Those who sell out before BTC reaches the height of it's maturity will not see the full fruit of their labor, due to their fear/greed.