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Pushing preflop here sucks imo. Shoving 19 big blinds down an aggressive players throat with the 2nd best starting hand in holdem is what I call over betting. Try to think why you want to push? So that he folds a whole lot of hands you want calls from? Why would you want that? You want to double through here not scare him off.
Let's face it, you're not deep enough to let this go post flop. His range is wide and although it includes a lot of Aces, it also includes a lot of trash. So you know that although you're not happy to see an A if it comes, the plan is to get to showdown come what may.
So when he raises pre, my hand plan is this: Raise, hope he calls, if an A hits don't bet, just get to showdown, if that means calling my stack off so be it. If it doesn't hit I still check behind on the flop, and raise AI the turn. My plan sees that I get all his chips in the middle hoping that my KK held up.
Put another way:
Option 1: Push preflop. He folds x% of hands you beat and you win 600, rest of the time you're at the mercy of the board.
OR
Option 2: Raise preflop, but plan to get AI at some point after the flop: He folds y% of hands you beat where y<=x. You're still at the mercy of the board when he calls because you're committed to the pot, but at least you've taken more hands you're beating this far. I.e. preflop you've made a better expectation play by raising.
It seems to me that the only reason you have for pushing pre is to stop him paying too much to see a flop with Ax and sucking out on you. I.e. you'd rather force him to play correctly than to make a mistake that he might get lucky from.
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