[vmacosta]

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Unless you mean we encourage him to peel the flop more liberally by checking behind here

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exactly.

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I dunno. If we bet our whole range here we encourage him to wait til the turn to c/r us with all his medium/good as well as some bluffs.

We also don't necessarily discourage him from peeling cuz now his implied odds for catching a pair or good draw are greater.

I think in this spot we should check.

However, I will concede to Pbob that if the hand ranges were a bit wider (i.e., we opened in CO and he defended his BB), this problem becomes rather tricky. It's a fun one to try to solve if you have the proper tools though.