Thanks for the input!
*I thought these would be very nice for casual wear. I went ahead and got 
the since they have a 30 refund policy even if they are dirtied and damaged 
from use.*
Winters here means 0-45F
Usually upper 30's/low 40's daytime/20's nighttime from Dec-March. So maybe 
wool socks with sandals might do the trick.
*What is the diff between merino socks and boiled wool?*

On to dress shoes:
These days I am trying to get away from shoes that dig into my hallus at 
every step, and rub along the sides of foot.
Leather always rubs/breaks over big toe/joint. Not every wide width shoe 
has foot friendly leather that breaks over foot in a friendly manner.

I have seen some interesting looking minimalist dress shoes, but the prices 
are very expensive.

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