Hats are very personal regarding taste and style.
I grew up on a ranch in Texas wearing cowboy hats, exclusively. I then spent 31 years in the military and it just seemed…out of place.
I’m fairly skinned and still needed a hat - I’m not a cap guy as this helps shade the eyes and that’s about it.
I transformed to the Africa, Australia, early western style back in the late 90s and never looked back. FWIW, western cowboy hats didn’t take on the modern cowboy creases till the early 1900s and this was pushed faster when western movies hit the scene.
My hats are usually pretty high quality beaver, are normally made by a custom maker and run at or above $1,000, but I’m happy with the investment. I like a lower crown and have the brim cit to 3.75”.
The main one I’m wearing in theater pics is about 10 yrs old. It was made by Greeley Hatters in Colorado.
The Akubra “Territory” is also pretty good. WAY cheaper and made from rabbit fur. It’s not near as good as a quality beaver, but it ain’t bad. I cut the brim down on it as well.