Optimistic pessimism and pessimistic optimism

I consider myself to be both an optimistic pessimist and a pessimistic optimist.

Say wut?

My optimistic pessimist side recognizes that when things are going badly, that's good news: Because the law of averages, or karma, or whatever, suggests that things can only suck for so long. AKA it's darkest before the dawn.

However my pessimistic optimist side never sees the glass as half empty; the glass is half full.

Only trouble with a half full glass? The last half is typically backwash.