Worn Out Wednesday – Winston Fisher

By Cator Sparks Published December 21, 2019

Today we speak to Winston Fisher, of Fisher Brothers Realty and Drill Fitness.

I was born and raised in New York City. I have always had two passions – real estate and being active.

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I pursued my passion for real estate by joining my family business, Fisher Brothers. As to my other passion, over the years I have gone on numerous adventure trips, hiked Mt. Kilimanjaro and Machu Picchu, did mountain bike tours in Utah and California, signed-up for various endurance races and triathlons.

In June 2014, I was part of an eight man team participating in RAAM (Race Across America). We were Team Intrepid Fallen Heroes, riding not just to accomplish an incredibly challenging physical feat, but to support wounded US troops. We accomplished our goal of completing the race in just 6 days! We dedicated our race to support Iraq and Afghanistan veterans suffering the terrible effects of traumatic brain injury (TBI). In June 2015, I will be doing RAAM again, but this time Team Intrepid Fallen Heroes will be a four person team.

I started Drill, because I wanted to bring my passion and intensity for working out to a studio. I believe there is a market for something that is cool, clean, modern, fun and hard. Drill reflects my love of pushing yourself to the extreme in a teamwork environment.

As for my personal style:

Jeans: Ron Herman

Shirts: John Varvatos and Rag & Bone

Pants: Zegna

Suits: Zegna

Shoes: Zegna and Fiorentini Baker

Accessories: Todd’s bracelet and an Evolution necklace my girlfriend gave me.

Outerwear: Patagonia & John Varvatos

Favorite Cologne: Hate it. I just go with the fresh scent left after a shower.

Your favorite App: Postmates

Favorite piece of technology: Wahoo Kickr

Next tech purchase: maybe Curved 3D TV

Former Digital Trends Contributor

Cator Sparks was the Editor-in-Chief of The Manual from its launch in 2012 until 2018. Previously, Cator was covering…

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