ASPIRATIONAL HAT GAME

I have a fondness for hats. I wear them with some frequency. I am made physically ill by the popular confusion about the difference between a fedora and a trilby. I’m sitting indoors in Silver Lake right now, wearing a wool beanie. I’m basically this guy:

Minus all the money.

Hats are great. However, my hat-wearing skills are lacking. As such, I only trust myself to wear two styles: snapbacks and the aforementioned wool beanies. But I aspire to do more. To step up my hat game.

I feel like I would look terrible in this.

While I probably can't pull off the above Orslow US Navy denim bucket hat, I feel like there has to be some middle ground. Something that tells people I'm a baller with discerning tastes. Perhaps a five panel cap, like these from Larose Paris and Norse Projects:

Comme ci...

...ou comme ça.

When it comes down to it, I just don't know what I want my identity as a hat-wearer to be. Am I a dapper gent, who tilts his Borsalino herringbone linen flat cap to the side ever so jauntily?

Or do I go hard as an artist ("gohardist", if you will) in this twill beret from Engineered Garments?

Big Pimpin' en français.

All I know is: hats are great. I intend to continue sheltering my head in and under them for the foreseeable future,  so it would be in my best interest to elevate my hat game.  Though if I fail to find an appropriate headwear identity, I can always just wear this sweet sailor hat from Neighborhood: