[rando]

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As far as playing the hand, I would check call the flop and then get it all in on the turn if you hit an 8, 7, or 6 because you're pretty much free rolling him at that point. If a 5 hits, he's pretty much praying for one of the other two Jacks and deuces.

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ITA with this approach (sure you are just shocked to hear me telling you to wait til the turn O8, LOL). Further, if you're afraid you can't get any more out of him, and he knows he is your nemesis, maybe if a low falls on the turn you can milk him with a small bet made to look like an asking bet, 1/3 pot or so (??) and hopefully he thinks you are "oh no here goes the nemesis again" block-betting. This guy sounds like he might fall for that lure. get away from thinking he is your nemesis and realize he is just another mark whom you will hit squarely soon. The nemesis idea clearly alters your play against him, which almost has to be suboptimal play, unless you have a clear strategy with which to deceive him through this alternate (as opposed to altered) strategy. To put the equity equation in another light, perhaps it is better to call then blast a good turn card for a small profit than to risk it all on the flop - if you run the sims on these three scenarios (get it in now, push good turn, fold bad turn) you might find the results suggest a different tack - not sure if that is true but it's worth investigating.