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Official Obituary of

Gerry Winston Sr.

January 5, 1958 ~ February 22, 2025 (age 67) 67 Years Old

Gerry Winston Sr. Obituary

SSGT Gerry Lionel Winston Sr was born to Jessie Lee Allen and Raymond Winston on January 5th, 1958, in New Orleans, Louisiana, and was also partially raised in Mandeville, Louisiana, where Henry Penn and Jessie Lee Allen Met. Gerry Winston enjoyed playing basketball and spending time with his family whom he loved dearly, and protected and cared for. Shortly after, they moved to Benton Harbor Michigan, and formed a union of 5 children such as Pamela Winston-Bradley, Gerry Lionel Winston Sr, Gregory Penn Sr, Sharon Penn, Michale Penn, Beverly Penn, and Anthony Penn.

Gerry Lionel Winston Sr. Graduated from Benton Harbor High School in 1977. At 18, he went on to serve in three branches of the military. His travels within the military took him worldwide including Desert Storm, Saudi Arabia, Japan, The Philippines, Australia, and many other countries. He served in the Marines, The Army Reserves, and the National Guards. He retired and became a Deputy Sheriff while taking Criminal Justice and Law courses and continued to master courses until he was 60 years old. He then married Doris Hill Winston in 1978 which led to the creation of Banika Winston-Wade, Gerry Lionel Winston Jr, and Lenia Powell Winston. And a host of grandchildren such as Dereck Wade, Dedreck Wade, Gerry Winston, Delasreck Wade, Derenika Wade, Ga'naisa Winston, Gerron Winston, Gerrod Winston, Tabais Pitchford, Treasure Pitchford, Deariko Mcclinton, Giselle Winston.

Dereck Wade, his oldest grandchild has a host of children, Dereck Wade Jr, Jayceon Wade, Samir Wade, Khalil Wade, and Kali Wade. Dedreck Wade, his second oldest, has a host of children, Mahki Wade, Evani Wade, Rashad Wade, Ralo Wade, Mazi Wade, and Golden Wade.

Gerry Lionel Winston also has a host of nieces & nephews Such as Kwan Winston, Damone Brad ley, Levon Bradley, Greg Penn, Shelly Penn, and Duke Penn.

Gerry Lionel Winston Sr. is proceeded by Jessie Lee Allen and Henry Penn. In Loving Memories, SSGT Gerry Lionel Winston Sr.

To send flowers to the family or plant a tree in memory of Gerry Winston Sr., please visit our floral store.


Services

Visitation
Monday
March 10, 2025

10:00 AM to 11:00 AM
Robbins Brothers Funeral Home
204 S Fair Avenue
Benton Harbor, MI 49022

Funeral Service
Monday
March 10, 2025

11:00 AM
Robbins Brothers Funeral Home
204 S Fair Avenue
Benton Harbor, MI 49022

Interment following funeral service
Monday
March 10, 2025

Fort Custer Cemetery
15501 Dickman Rd,
Augusta, MI, MI 49012

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