Now I know what its like to play against me

[A_PLUS]

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The idea behind checking the flop is to structure the betting so we are the ones putting in the last raise. Thats because typical pretty good aggressive players are more than willing to raise light, but much less willing to make thin calls.

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I think we can safely assume he isnt folding many hands that beat us. So structuring the bets so that we are the one who pushes really is just a play to give us the easiest decision (not more correct).

What range of hands does he bet the turn, then fold a hand that we want him to call with?

Feels to me, like we are using a lot of fancy thinking to give him a free card