I think the flop bet is way too big, I would make it somewhere around 60% of the bet. I think a cbet is find, but when both opponents call I wouldn't bet turn too, but probably just give up. We don't have a lot of equity against their hands and we could have some reverse implied odds, in which case it would be tough to play the river if we hit an ace or a king.

I think check-jamming the turn isn't the best play against the buttons range of hands with the line he has taken. Against a fairly wide range of hands that include straight draw, flush draw, top pair hand ranges, it's pretty much a flip (although the AK is slightly favored) and he is priced in with nearly all those draws (calling additional 27,000 to win 131,800).

Plus you've also got to consider the middle position player in the hand possibly getting tricky with a check on the turn to entice, but overall I don't love the line.

As played ... check-fold, but ideally either bet smaller on the flop or possibly check-jam semi-bluff.

I would for sure make the 3b bigger OOP. In position, I think the sizing would be good do.