in hand 1 you missed a lot of value. i doubt that he is folding TP here very often. raise the flop more, or raise the turn, or raise the river, or do all three. I think you could have taken a stack on this hand, and it seems like a shame that you didn't.

in hand 2 if you are playing 55 against a stack that is this short, you had better be willing to play if you don't hit a set. you don't have the implied odds to set hunt, so you have to be able to play this hand for its pair value to be profitable here. against a button raise, I would probably attempt to check-raise any flop AI, or put enough in to put him AI pf, if you decide to play the hand.