[FlyWf]

I think you need to get a little less confident in your reads. Who reraises A2 or 33 that flatcalls with KJo? He bets out with 3rd pair but checks 2 overcards and a flush draw?

"If he had any made hand at all, he would've bet out. if he had a hand like 2 overs and a spade draw, he would go for a check raise[..] If I bet 1000-1500, he'll reraise with 2 cards bigger than a 7 if he also has a spade or straight draw."
That's also impropably precise, but, uh, what's the advantage of pushing again? You got called by the absolute worst(for him, though he can't know his king isn't live) hand he calls with and were a slight favorite. Every other hand he calls you with ranges from slight favorite to absolutely crushing you.