Life is to short to have your feet hurt. I walk around at about 220 and LOVE well cushioned shoes.
I dont give a fuck how important the business meeting is I will wear what ever shoes I feel like that day.
Here is my top 5 list in the "walking on clouds" category, get yourself a pair and thank me later.
Note this list is for walking, Im sure the list would be a little different if you are talking about running only, but not much.
#1 Adidas Ultra Boost
I never thought Id say this but this shoe might be to cushioned, but if that is your thing nothing beats this shoe.
#2 Asics Nimbus
This is my favourite at the moment, not as extreme as the Adidas but I love the green and think it looks much better than the Adidas Ultra Boost
#3 Hoka One One Clifton 3
Shoe is funny looking but very light and soft and actully look pretty good with a pair of jeans, highly recommended
#4 Nike Vomero
Light weight, soft and good looking, could easily be worn to a wedding
#5 Mizuno Wave Paradox 2
If you are on a budget this shoe is hard to beat for the money