Kenny, can you explain to me why you think you can steal this pot and why you put him on a low pocket? To me it seems that there are three kind of hands he can have: 1) he can have a 9, in which case he is never going to fold. 2) he can have a (nut) flush draw; maybe with overcards. Then a $30 bet gives him the right price to chase and he will not fold. He also might have hit his ace. Thirdly, he can have a hand like TT or 88, as you suggest, but then he puts you on something like AK (well, he should've raised the flop in that case, but he is passive). That is the only possible scenario in which the A on the turn could be a scare card. But even for a loose passive player it seems unlikely to me that he would call an almost potsized bet with a low pocket unless he is convinced you don't have an overpair.
I think that if you want to have any chance at stealing the pot you would have to bet big, but I don't think that will work often enough to make it worthwile.
Pieter
ps Kenny, if you promise not to suck out on me during the next BTP tournament I will reveal to you how to dramatically increase the frequency at which you are getting laid