[Wintermute]

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"In fact, I would've reraised the pot preflop without a shred of doubt." That's the other thing I'm confused about... is this hand better against one player or many? What's a better drawing hand vs HU hand. This is why I'm never sure whether to reraise or not. (Except when shortstacks are raising... I isolate to get them headsup a lot if I can get their stack in pf)

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I agree that this hand might play better multiway. But when you are dealing with a maniac, and it sounds like you are, then isolating is the best tactic IMO.