[Jeffage]

I think one other advantage of checkraising the flop is that if he's planning the call and raise the turn line with a big pair then you get three large bets out of him if you turn the straight. If you checkraise the turn, he will just call with the same hand.

What about checkraising the flop and then bet-three betting the turn as long as it isn't an ace? This may cause him to lay down something like QQ or JJ. OTOH, something like JJ or 10-10 or 99 is more likely to three bet the flop than raise the turn. But it's a blind steal spot so who knows - I think he is capable of laying down a smaller pocket pair if he was planning to raise the turn just to get to showdown for two bets on one street and not for value. Not sure how likely this scenario is though.

I'm tired so hopefully that made some semblance of sense.

Jeff