Rogue, did you go to Hats Plus? If you didn't, you gotta!
My hair is cut in a flat top. So I don't get burnt, I wear a Tilley in the summer to fish in. It can be washed, filled with water and poured over your head, and has a strap so it stays on while I'm hanging on for dear life when my son is screaming down the lake at 55mph.
In late fall through early spring I wear a Bailey Baker in brown. I've had "Indiana Jones comments", which I ain't fond of, but I like the hat, so I deal with them.
At work, I wear a newsboy type.
For years I didn't realize how cold I was getting.
But, to me, hats are a little addictive.
Hmm...maybe I need a new one...
The downside for me is that a hat seems to always be in my way while shooting, so I usually leave it behind and just get cold, spending my day regretting it. Maybe just the excuse to start carrying a flask of anti-freeze. Also, few restaurants have anywhere to put a hat.