I'd have bet flop with GSST and BDFD pretty easily. If he folds there and then and we have 8 high then

Not sure we need to be raising the turn at all IP and creating a massive pot with 8 high. Just call with all your equity and keep it simple.

River can be a fold if we called turn anyway. Just think you could have save yourself a few coins here.

I'd have bet the flop with the intention of barreling any diamond and high card. Not really sure how I feel about your turn raise, I don't hate it as they fold everything but Ax but we're getting direct odds just to call. However, once they raise I think we have to throw this in the muck on the turn. Not getting odds.

Flop looks like a standard c bet with a gutshot and backdoor flush draw. If you're sure villain is pretty straightforward then you can barrel the high card turns as well.

As played I'm not keen on the turn raise when calling in position for a half pot bet is fine. Once he reraises to such a big size we definitely can't call. Two of our outs are dirty and there's always the chance he's getting funky with a better flush draw.