You're in the Bay Area, aren't you? I have found awesomely comfortable and becoming (though non-cheap) shoes at http://www.footwearetc.com/ . Their salespeople are usually able to help if you list podiatric requirements.

edit: Ecco, BeautiFeel, and Naot have all made me very happy in the past. I have a pair of Naots I wore for something like 7 years.