Re: Very interesting situation
Hand 1 is ridiculously standard. I would have gotten it in with AA-JJ regardless of sidecards and other pairs would depend on sidecards. It wouldn't surprise me if getting it in with TT and possibly 99/88 would be profitable; I just don't feel like running the numbers right now. I wouldn't necessarily get it in with unpaired hands given his stack; I'd prefer to just see a flop and make my decision there.
I'd just get it in on the flop in hand 2, otherwise you're left with a crappy spot on the turn when you brick completely (though I'd be calling the turn if you paired against someone playing like this).
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