Thanks for the feedback all!
I checked turn thinking I was trapping. Trapping is always my 1st instinct and I acted too fast in checking back.
In retrospect if I would have spent a few seconds to think it through, I probably would have figured out that there are still a ton of draw hands or Ax hands that would call the flop and still call turn there.
On river, I guess I contemplated calling because if I was coolered here then I would still have 58 behind and have to reload $142 instead of a full $200, sounds pretty nitty I know
In the end I crammed the rest of it in there and he snapped w/ 88