Love this very interesting debate
Would have replied yesterday but had a long sesh into sunday morning so had a hazy head.
Hard to know where to start on this
but what i'll say is this was on pkr where no poker trackers or any other such device work so i didn't have any specific information on how often they call a flop bet or continuation bet etc. so i'm not totally confident on what ranges to put people on which is a large reason why i wouldn't have called the bet on the flop. If using a tracker then i think it's possible to call against the right opponents.
I'm not that good with maths really so it's useful to see those stats Alun points out as it's something i was also wondering about.
Essentially the reason i decided to re-raise and not call is because of bish who called - as they have a large range of calling hands and so there's a large amount of cards on the turn which would probably scare me and leave me in a tricky situation so i wanted to isolate the original raiser hoping they had pocket 10's or Jacks.
Certainly the bet out is another option i like, i imagine the original raiser would have folded as it looks like they put in a continuation bet but bish would have called and this scenario leads to a likely tricky turn card, but against 1 opponent i'd still feel very confident of winning. It's likely that i could have given them enough rope on the turn and a value bet on the river to get some more money from the hand so in hindsight this seems maybe the best option to extract a lot from the hand, although it brings higher risk - but it's called gambling at the end of the day!.
Being a TAG player the check raise does look extremely strong and scary so it's no surprise they folded. In this spot i wouldn't always c/r, for example if it was against 1 opponent i'd flat call the bet extremely confident that no matter of the turn i'd be ahead (unless they were going OTT with AKd and caught a diamond).
I welcome all thoughts on how the hand could have been played, including the call on the flop, but i personally wouldn't be able to call in that situation with there being too many possible scare cards on the turn.
As an aside, earlier that day i flopped trips 3 times within the space of 40mins and slow played them, allowing cheap turn cards -
all 3 times the turn hit someones pocket pair giving them a FH and i lost about $80 so that spurred me to not give any cheap draws which is another reason i raised.
Sorry that's not very concise; everyone has made very good points so i'm trying to cover everything