It’s always great to have the team together – especially for showroom visits.

Last month when we visited the Stetson office we were missing Westley, but Karyn – soon to be host of The Style Blogger for Her - filled in nicely.

We each selected our favorite hat from their current season’s well-rounded collection and styled it in our own way.

Townsend, CMO – Wool Herringbone Cap

What I love about Townsend’s style is that it’s always very classic. It’s not over-thought, it’s natural. It’s preppy without the overdone in-your-face “modern twist”. The way preppy was meant to be. It’s him. He’s been dressing in cords, oxfords and peacoats for years and will continue to do so forever.

Naturally, he went with an Ivy Cap in a classic menswear fabric.

A wool herringbone driving cap in a neutral color (like grey, navy, green, black, brown) is the type of hat you fall in love with. You find it surprisingly versatile. It goes with everything. Then it breaks-in and gets very comfortable. It’s warm. Cozy, you might say. Then you find yourself missing it. And suddenly applying hair product is a pain. It’s a relationship now.

And that’s why men have old, classic hats.