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I think the 300 in the pot preflop is just about worth a push. I don't play this structure and don't know the payouts, but the fact that you are "stealing" from the next shortest stack's bb makes me want to push even more(his calling range may be looser, but it is more beneficial to you to take chips from him than anyone else). If you are called, then flipping with a small edge is ok too. I think that he will call ai w/a handful of dominated hands (22-99, A10, k10s) as well. On the flop I would have played it the same.
I thought about pushing, however if he does have 2 overs it will be eaiser to push him off the pot after the flop if it misses him and picking up a ncie pot without letting him see all 5 cards
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