[Shillx]

His strategy is a very good one on the bubble against thinking players (if it were inforced that he in fact call should you push). If the stacks were such that he had you covered and you had the others covered, you would basically be in a calling type (TT+ or whatever) situation. The only counter strategy is to tell him that you are calling any push that comes your way (though he would still have an edge). Being short gives you some more options, but it is something like 15% in the SB and 7% OTB.

This isn't exactly the end all to the topic. The fact that you can't push enough to keep up with the blinds (assuming he is on your left) means that you should push more then what is +$EV. You would have to start taking some -EV moves at somepoint or get killed by the blinds. You would also want to push more then what is +$EV because he might be bluffing.