Hand 1 - I think you have to be in front here and I bet out 3/4 of the flop to price out the (albeit unlikely) flush draw.

Hand 2 - This probably depends on the buy-in. At a low buy-in, I'm inclined to push. At a higher buy-in I probably fold.

Hand 3 - Bet. He's called three small bets so will call another, maybe 200? I don't think you'll get any more in through a check and a push will scare him off.

Hand 4 - I bet the turn rather than check. As played, it's a real tough spot. I think I fold.

Hand 5. - Fold. You've missed your flush and only have two pair. Meanwhile, he's check/called it down all the way and now fired out. At a minimum he has tripped 6's or 7's. Most likely a full house though. I know this makes him loose pre-flop but there he was only throwing in 60 chips since then he's happily chucked in 1530.