Thanks for all the input.
I do agree that I don't need theory against this player (or most/all players in this game, really) and should just be in exploit mode. But I would like to work on becoming a better player with a firmer grasp of theory. Even if I decide to make a purely exploitative play, I would at least like to know what theoretical factors I should be considering in that situation against a stronger/unknown/more balanced opponent.
I'm having a particularly difficult time finding spots for bluffs to balance my value bets and raises, which my opponents have increasingly been making the correct folds against. I thought this hand might be a good semibluff candidate, but had doubts even in the moment, and I especially appreciate the points that even my flop raise might not be the right idea.
As for reads, I have a lot of experience against this player, playing with the same group twice a week for 3+ years (we each have 100k-ish hands played with this group, though not always at the same table). So I am pretty confident that his donks are weighted towards medium-strength hands like pairs, and that he generally prefers to check-raise his strongest hands (he is a big fan of check-raising, and is the second-most frequent check-raiser in the group). But how much does he have to be weighted towards medium-strength hands for raising to be a viable option? If I can discount straights and sets by 25%, is that enough to raise? 50%? 75%?
All in all, though, it seems like this wasn't the hand to raise and I should look elsewhere for opportunities to be aggressive. Thanks again.
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