Name: Calling hours for Douglas Winslow
Start: 2019-05-10T20:00:00.000Z
End: 2019-05-11T00:00:00.000Z
Location: Peck and Peck Funeral Homes - Copake Falls

Douglas Winslow

Gallatin, NY - Douglas Winslow, 68, of Gallatin, NY passed away on May 1, 2019 at Northern Dutchess Hospital in Rhinebeck, NY. Born on August 25, 1950 in Schenectady, NY, Doug was one of three children born to Edwin and Anna Belle (Monesko) Winslow.

To many, he was known as Coach Winslow, a name he cherished and held with great pride. He spent decades doing what he loved most - coaching and working with countless students.

Often, he was the tallest man in the room, but his size was only trumped by his larger-than-life personality and compassionate nature. Anyone lucky enough to meet Doug knows he was a renowned storyteller. He touched many lives with his words of wisdom, jokes, and tall tales. Most will recall the stories of his glory days in the NFL, but his life would not have been complete had he not been able to teach. His booming voice and incredible ability to open his heart to others made him more than just a coach. To many, he was a teacher, mentor, friend, father-figure, and overall inspiration for how we should treat the people around us.

As a graduate of Burnt Hills High School and the University of Massachusetts, Doug accepted an offer from the Buffalo Bills as an Undrafted Free Agent. Although a great opportunity, Doug returned home to be with family and began his career at Roe Jan of the Taconic Hills School District. Here, he acted as a Physical Education Teacher, Varsity Football Coach, Basketball and Track and Field Coach. Doug also taught Little League and Swim Class for the town of Ancram, NY.

In 1993, Doug continued his career at what became his "home away from home": Webutuck. During his time at Webutuck, he served as an Athletic Director (95-98), JV boys Basketball coach (95-98), Class Advisor (98), and Track and Field Coach (94-09). While there, Doug began serving as the Head Football Coach at Stissing Mountain High School in Pine Plains, NY. This is when he took the initiative to start up (and merge) the Webutuck Football Program with Pine Plains. In 2002, Webutuck finally got their own football program, which filled him with immense pride. He retired from Webutuck in 2012 with a career he held in high-esteem. He was recognized many times for his great accomplishments and has countless awards to show for his work over the past three decades.

In his spare time, Doug loved to be outdoors, especially near the water. Fishing, swimming, boating, and just spending time in his "man cave" brought him incredible joy. He was an avid gardener, talented builder, and spent hours on his boat (both in and out of the water).

The only thing Doug loved more than all of this was his family. Doug was a beloved husband, father, brother, uncle, and grandfather ("Pe-Pa"). He is survived by his wife, Lynn Winslow, daughters Catherine Winslow and Audrey Winslow, a son Taylor DeGeorge ( Charlee) and their two sons, Tylor and Jaxon, and a son Eric Winslow (and family). He is also survived by his sister, Carol Sisco and her daughter Lehanne, his brother, Ed Winslow with wife Priscilla and their sons Timothy and Alan, and his niece, Tammy Holdridge-Lasusa and her son Nicholas Lasusa.

We have all been blessed to laugh, cry, love, and learn from Doug. He will be deeply missed but never forgotten.

In celebration of his life, calling hours will be held Friday, May 10 from 4 to 8pm at Peck & Peck Funeral Home 8063 Route 22, Copake, NY 12516.

Funeral services will be held on Saturday, May 11, 2019 at 11am from St. John's Lutheran Church in Ancram, NY with Vicar Jackie Jefferson officiating.

In lieu of flowers, memorial contributions may be made to the Douglas Winslow Scholarship Award at Webutuck Central School District 194 Haight Rd. Amenia, NY 12501. You may make checks payable to Webutuck Central School with a memo reading "Douglas Winslow Scholarship Award".

To sign the online register please visit peckandpeck.net

To plant trees in memory, please visit the Sympathy Store.

Published by Poughkeepsie Journal from May 5 to May 8, 2019.

Memories and Condolences
for Douglas Winslow

Sponsored by Peck and Peck Funeral Homes - Copake Falls.

4 Entries

David Flynn, Ph.D.

April 29, 2025

Recently, I was asked by the UMass Amherst Foundation to write about some of my memories while at UMass for my three degrees spanning 10 years. And, as mentioned before (2019), Doug was an important part of my story, as an undergraduate. When it was early in our freshman years, I lived in one of the towers in Southwest, John Adams, with another football player. However, the majority of the team lived in Wheeler House in Central. One weekend day, Doug appeared at my dorm room with a few other guys from the team. He said "...Flynnie, we are moving you out ... there is a place for you in Wheeler...". So, "take charge" Doug, moved me to Wheeler. As I recall, we piled my belongings into his Corvair. We lived together in the dorm and later, off-campus. Doug was always "big-hearted", as I mentioned in my 2019 missive. You are dearly missed, Doug! In retirement from university teaching and research, I have more time to remember people who were/are important to my life, Doug is prominent in those memories.

Michael Debany

February 2, 2023

Doug- was very sorry to hear of your passing. Will remember always the great times we shared on the farm.
RIP my friend and God bless you.

Professor Dave Flynn

August 4, 2019

Doug was a teammate at UMass where we both started at defensive end. As an incoming freshman, I met Doug at orientation where he stood over me and said "you are my competition". We became friends and we shared some memorable time at UMass - he will be sorely missed...a big kind hearted person!