Do you wear em?

Yes they are a bit of an investment but similar to buying a decent DE or SR - they will last a lifetime if looked after in normal use (ie not used by a stockman all day every day). It will be more comfortable, look better and end up costing less than the alternatives. Unfortunately we live in a more disposable society these days...

 

My current employer has them as our uniform hat (akubra), and I have one for at home on the farm too. Winter time is only when I swap out to my tweed caps.

 

Just grow some hair

 

It's not sunny enough here but I would have no problem rocking a nice Panama, probably short brim though. But I'm someone who has the confidence to wear wingtips and shorts, I also couldn't give a shit about anyone else's opinion so...

 

Yes unfortunately dispite the precedent of fedora (Frank Santra or Indiana Jones for example) there is a much larger sub group of pompous, overly confidant douchbags who more recently have co-opted the use of this head wear which has left a significant bias for basically anyone under 30, I'm sure I can find some memes for this BRB.
Oh BTW all hats remotely similar to a fedora are now fedoras, the need for differentiating between them is no more in the eye of the youth.

 

On the other hand when a fellow is launching an arctic expadition, dealing with bad guys via a whip, wearing a nice suit in a world with out technicolor or just being a badass the fedora seems to get respect.

 

Personally I think do what makes you happy, most days I'm in a cap and have a shemagh round my neck, not fashionable but very functional and serves more than one pourpose so I'm happy