Re: 88 in SB.... squeeze?
A raise to 2100 will likely end up with at least one call so you'll be looking at a pot of about 5000 with 4200 behind and OOP. Now you can't fold no matter what. It's also possible that Villain 2 will just move all-in if the action gets back to him pf. So if Villain 1 did call your raise, he will now call whatever action gets back to him. The last thing you want is to be all-in against both these players.
I think the best result for this hand is to win what's in the pot right now and that means shoving pf and making use of your fold equity. Villain 1 will be pretty sure that Villain 2 will call if he calls so he is in the same predicament of having everyone in the pot and the chance of being knocked out.
Playing this pot against Villain 2 with his two overcards and lots of dead money is a pretty good second choice and is also a likelyhood.
Edit: And by the way, a shove now takes all your decisions away and puts the hard ones into the hands of the villains. Now they can make a mistake by calling with 77 or folding 99.
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