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Jeff Winchester

Jeff Winchester Ultra Running Guys Team OS1st

About Jeff: 

I started running in 2012 when I was 39 and had been recently diagnosed as pre-diabetic with high blood pressure and bad cholesterol. I wasn’t significantly overweight, but I had plenty of ‘skinny’-fat to go around. Growing up I did not participate in sports and didn’t really have an athletic background, so I really didn’t have a fall back plan on getting in shape to deal with it.

A friend/coworker of mine at this juncture in my life was a triathlete. He recommended that I start running as a means of getting healthy. Personally, my “plan” was to get to where I could run a mile. Just one single mile. That, for me, was as good as any place to start.
After quite a few starts and stops along the way, and having to embrace the idea of walking sprinkled in the middle of my runs, I finally got to the point where I would feel comfortable running longer distances.

Eventually, after working through a few years of 5ks and 10ks, I felt pulled to run my first marathon which I completed in December of 2015. Three years after getting started and not being able to complete a full mile. I was hooked. From that point forward, the longer, the better.

But, one thing that I will never forget is that 1 mile is a really long way to go. Never underestimate the distance…any distance. We all start somewhere, we just have to start.

Special Career Highlights:


My first marathon was December 2015. I ran my first 50k the following month. Since that first marathon I have run 7 marathons, 9 - 50ks, 2 - 50 milers, and 1 - 100 miler through the end of 2020.

Favorite quote:


“Once more into the fray. Into the last good fight I will ever know. Live and die on this day… Live and die on this day…” the Grey

Favorite product(s):

I picked up a pair of the CS6 calf sleeves at the Halloween Hobble in 2020 and was given one of the FS6 foot sleeves thrown in. I had mentioned that I had been dealing with Plantar Fascitiis and was encouraged to try the FS6. I use the FS6 on my right foot every morning when I get out of bed. It provides immediate relief for the foot until I loosen up enough to go about my day. The FS6 is one of the best products on the market and is my go-to for plantar fasciitis relief.

Find Jeff here: 
Instagram: @winchesterjeff

Ultra Running Guys podcast, blog, and videos (Launching their first race on September 18, 2021)