Thanks for the great suggestions. To answer some of the questions/replies:
* I am on a budget, but I don't mind spending a little extra for comfort and for a shoe that lasts. I wouldn't want to spend more than $150 or $200 though.
* I don't think the Okala ankle strap heel will work for daily work. I work in a hospital. I just can't see running around the wards in those. They are gorgeous though. I may buy them for social events.
* I like the Payless shoes a great deal. I wish the heel wasn't so high (I prefer not to wear over 2 inches for work), but they're so inexpensive that I'm considering giving them a go just to see how they feel. A while back, I had a pair of Payless Comfort Plus pumps in black (2 inch heel) that I ADORED. Unfortunately, after two years of wear, they became so scuffed up that I figured I'd throw them out and just buy another pair. I haven't been able to find another pair I like as much, though I did find another pair of black pumps that work.
* Always Trying, where did you find your two most comfortable shoes that you wrote about? What was the brand(s)?