^Hmmm. Maybe I am insane, but I was in charge of hiring as the director of my department and I think image has a lot to do with landing a job. Clearly skill comes first, but a well put together person speaks volumes. I wouldn't wear Mad Marys, but I think a professional suit with a funky closed toe heel is just fine. I would stay in the 4" range or lower and wear a simple, neutral suit (black, brown, beige, etc.). Often times, employers are looking for a consummate professional who is warm and fun (especially in education). Just my humble opinion...