I think a 3bet squeeze here would be acceptable. Like the other members have said, JJ plays better heads up instead of versus multiple opponents. (As an example, just imagine you’re up against both KQo and A2s). You could also take down the pot right there, which would be awesome.

If it’s just one raise pre, I think you could call with 40bb and see what the flop brings and take it from there.

As played, I think I’d check-raise the flop. The turn could bring SO MANY ugly cards for you that just halt you in your tracks and leave you playing a guessing game as to whether you’re ahead or behind (versus two potential opponents still). A check-raise would likely narrow the field (to heads-up or win you the pot right there) while getting value from lots of draws and worse made hands. His 80% pot bet is actually somewhat optimal for you, I think, (if you choose to check-raise), because it’d likely put him into a shove-or-fold spot, based upon your required check-raise sizing. If he’d call your CR, it’d commit him to stacks anyway, and against the flat caller’s preflop range, I think you’re WAY ahead here! Lots of draws out there, so go ahead, get value, and get some fold equity too 🙂 If it’s a cooler, it’s a cooler. But out of position, you can’t always afford to play the guessing game when you have a really good hand against his range.

If it’s a wet board like that, the original raiser didn’t cbet and the flat caller IP makes the flop bet, there’s a ton of hands that hit his IP range – smaller flush draws, straight draws, pair + straight draws, and other combo draws, but most of them we’re flipping with or marginally ahead (ie. AT for made hands or even stuff like 78s — pair + gut shot — where we’d be about 2 to1).

By me saying, “you have a really good hand against his range,” I think a better way I could say it is, “I don’t think we’re often behind in this spot.” The hands you’re behind are a made straight (89), sets, or 76 for two-pair. Why not gain fold equity versus his weaker draws (like middle pair plus gut shot draw) that he can fold out (and, if you just call here, could leave you in weird spots out of position for possible turns and rivers), and take what’s likely the flip if he does want to get it in? 

Think of all the nasty turn cards that could come on the turn for us – overcards (12 outs), flushes coming in (5 more outs, after the overcards) 8 or 9 for straights (6 more outs), that’s 23 outs — about half the remaining deck — that you’d probably just have to check-fold to on the turn OOP if villain’s likely to barrel those off. If not on the turn, they could easily come on the river if he just checks behind then on the turn. 

I don’t know – I just feel by simply calling, you’re going to have to concede to villain’s turn / river in position play a lot of the time.

By raising, we also don’t give 4 to 1 odds to the original raiser to make a flop overcall. If he has like AcKx or AcQx, he could peel one some of the time if we just called, right? I feel like him checking the flop puts a lot of overcards or underpairs in his range.

I can probably still work on developing my post-flop play a bit more myself, though, all of that said. Would you recommend just calling and “re-evaluating” on the turn? Maybe donk lead a blank or are we always checking?