1). i might bet the river for less ($10-12) and fold if raised though checking behind seems okay as well. This guy seems like a super crazy maniac, so i'd be more worried that he hasn't gotten aggressive earlier in the hand.

2). bet the turn for sure, as played it sounds super nitty but i would consider check/folding the river.

3). raised out of position with a vulnerable made hand...

ISF and Massimo did a video and a spot a lot like this came up. Instead of felting on the flop they called with the intention of open shoving on a non draw completing turn. But, if this guy is the type to call his money in on the flop with an 8 out draw then your line is fine too.