[Aaron W.]

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I flat call on this massively connected flop, pretty much resigned to looking for a board pair (but I reserved the right to raise if the turn was a blank). But when I get it, what then?

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I would have raised the flop anyway. There's a lot of value being lost that may not be made up on later streets, especially if villains get passive (live game).

As you played it, I would raise-call the river. You've only played with BB for an orbit, which doesn't really make much of a read. You also don't have a read on him postflop because he hasn't played much preflop.