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Jesse Gregory Obituary

Jesse C. Gregory, 71, of Shelbyville, passed away on November 2, 2025, at Our Hospice of South Central Indiana in Columbus.

He was born May 15, 1954, in Lafayette, the son of John Douglas and Goldie Mae (Miller) Gregory. On August 24, 1976, he married, Patricia Sue "Patty" Rooksberry Gregory, and she survives.

In addition to Patty, Jesse is survived by his son, Shawn Gregory and wife, Shelly; granddaughters, Justine McKillips and Sierra McKillips; great-grandsons, Jason, Eric and Zaiden; sister, Donna Gregory; brothers, Jerry Gregory, John Douglas Gregory Jr., and James David Gregory; and many beloved nieces and nephews.

Jesse was preceded in death by his parents; twin sisters, Goldie Mae Gregory and Sylvia Mae Gregory; brother, Paul Everett Gregory; sister, Betty Jean (Gregory) Hines; and several nieces and nephews.

In 1983, he opened "Automotive Service Center in Shelbyville and remained in business for 42 years. Jesse loved serving the community of Shelbyville in his automotive shop.

He also loved family get togethers, going drag racing with his family, and rebuilding his favorite truck. He was a "Car Guy" thru and thru.

Jesse made many lasting friendships, and loved the life he created with his wife of 49 years, the absolute love of his life.

He leaves behind a legacy of honesty, courage and faith, which he proudly shared with all who knew him.

A private memorial service will be held at a later date. Condolences may be sent to 599 Morris Avenue, Shelbyville, Indiana 46176 or shared at www.freeman familyfuneralhomes.com.

Services have been entrusted to Freeman Family Funeral Homes and Crematory, 819 S. Harrison St. in Shelbyville.


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

Published by The Shelbyville News on Nov. 3, 2025.

Memories and Condolences
for Jesse Gregory

Sponsored by Freeman Family Funeral Homes & Crematory, Carmony-Ewing Chapel - Shelbyvill.

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5 Entries

DeAnn Smith

Yesterday

My husband and I are very sad. Jess & Patty have been wonderful neighbors and help in times of trouble with our automobiles. He was a true car doctor! My prayers are with Patty and the family.
Rest in perfect peace, Jess

Bill &Elaine Fox

November 6, 2025

Our hearts go out to Patty,Shawn and family.
Jessie was a good neighbor ,friend and a mechanic.
We will miss his conversations over the fence or in the driveway!
This family is one of those neighbors you want to have forever.
He will greatly be missed .

Lola M Wolfe

November 5, 2025

Thank you Patty that you and Jesse were part of my life in a significant way after I lost the two men in my life, my father and my son, whom I could trust with my car. When I made a connection with Jesse, I knew he loved working on vehicles, he respected relationships, and he was totally trustworthy. I am deeply sorry for your loss,

Dennis J Wise

November 4, 2025

Very sorry to hear about your loss. I will always remember Jess for his knowledge and honesty .

Casey Simmonds

November 3, 2025

You were one of the nicest people I knew..

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Funeral services provided by:

Freeman Family Funeral Homes & Crematory, Carmony-Ewing Chapel - Shelbyvill

819 S. Harrison St., Shelbyville, IN 46176

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