[stigmata]

"he doesnt 3bet from the blinds much"

"He loves taking hands to the showdown against you"

Suggest we have very little fold equity. A turn check-raise look suspicous and will get looked up by Ace-high a large proportion of the time.

I much prefer a flop check-raise. I think you actually have better fold equity on the flop and represent a vulnerable pair much better. Also, you have a ton of outs and you really don't need him to fold very often at all to make the flop check-raise profitable. When the turn blanks, your equity has plummeted and you are actually perhaps more likely to get looked up now.