Re: Crazy pinapple... what to let go of
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The "kill" is the big blind. He, though loosening up as well, is not comfortable with crazy pinapple, so he is playing quite tight, but aggressive as well. When he raised preflop, expect extreme quality, something that the rest of us tended to lack when raising.
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Let's see what we are up against. I have seen this player smooth call with a set or strait here, and then jam on the turn, particularly when no flush draw falls
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It's not clear to me how much Pineapple BB has played. When you say "extreme quality," are you referring to pineapple hands or hold 'em hands? A lot of hold 'em players who would be uncomfortable with pineapple are going to over-value big pairs.
In the hand you describe, against multiple opponents I'd keep the pair/nut flush draw, Heads up, especially against a hold 'em player, I'd keep the two pair, thinking that BB might have an over pair. His check raise of the turn is interesting.
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