I 100% agree with you hand read to this point. Villain clearly has some weakish hand that was scared to make a CB with 3 callers.

So I love your raise and I don't fear SB or BB that much (unless they raise of course).

Two questions:

1) why not just make the same play on the flop by betting it? On the flop you can rep a bunch from TT or AJ or 88, etc. It's hard to rep anything on the turn

2) If he calls and the turn is some brick like 5[s] and he cks, are you firing again?

I really struggle with #2 as it seems to come up a lot since guys hate folding overcards at Cake.

T