[Pasterbator]

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given the questions in this hand, i feel betting the flop is excruciatingly terrible, like a monumental mistake

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i agree.

If we check and button bets, we are generally ahead of his range, and we can play accordingly. However, by betting, you're building a big pot and pretty much letting Nick play VERY well against our range.

I'm not exactly excited about putting in 300BB with this hand on this board, and by betting the flop, thats what you're setting yourself up to do.