This Troper is basically this - Self Deprecation, and all that (details, details...), where one of his mottos are basically, "It's not going to work, but I'm trying it anyways!" I think that's both optimism and pessimism at the same time...

This is basically my personal philosophy. Even if I know that I will die unloved, unmourned and unknown, even if I know that my dreams are unattainable, even if I know that all of my efforts will come to nothing in the end, no matter how hard I try, I will continue to live and pursue my impossible dreams. It just gets tiring being this pessimistic sometimes.