I know this play very well because this is exactly how I play but not all game.
My only reason for playing like this is to get action from marginal hands down the road. And like you said he turn up winner sometimes.
My advice is early on with a hand like A-10 or better push all your chip in even take a chance with K-Q. I know he will fold if he does not have a hand or worst case you get all his chips when he goes with you. By the third or fourth time playing back at him he will be broke or slow down. When you notice he is being less aggressive thats the time to be carefull. He want his chips back he will be so he will over bet top pare make sure you have good kicker or I recomend at least two pare