[TimberBee]

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Do you think leading the flop is the best play here, hoping he raises so we can push?

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Idk, I usually check to the PF-raiser in shorthanded pots, and here the PF-raiser is tilting as well, so he will most certainly bet. My standard play would be to check/raise, because that's my my standard play with many hands. But if the PF-raiser could reraise id you donkbet, I like a b/c, c/r line more than a c/c, c/r line I guess. But as you obviously know, it depends on the villain.