Thomas "Tommy" Gregory Henson Sr.

Thomas Gregory (Tommy) Henson passed away peacefully December 6, 2023 at age 72 with his wife, Cyndee, by his side. Tom (Tommy) was born in Oklahoma City to parents LaVon James Henson and Mary Ann (Schoner) Henson. He grew up in Oklahoma City surrounded by neighbor friends that would become lifelong friends. He later moved to Seminole, Oklahoma and resided until he graduated from Seminole High School. He then attended Oklahoma State University, where he was recruited by International Business Machines (IBM), starting his professional career. Tommy’s career grew from selling typewriters, computers, telephone, and data sales. Over his career with IBM and other companies; he achieved many awards, honors and trips as recognition for being a top producer. He was very well known & respected in his industry.

He enjoyed pheasant and quail hunting, boating, drinking an ice cold “frostie” Coors Light, and watching Oklahoma State (OSU) football games. Tommy and his wife, Cyndee, took many trips to Mexico, Jamaica, Hawaii and Florida. If a trip was planned other than visiting family in Las Vegas, it had to include a beach and water, but his true love and favorite place to be was lake Tenkiller, where he got his nickname Tommy Two Shoes. His happy place was on the porch at the lake or on his boat. Tommy truly loved the outdoors in the sun, at home in his time was spent in the backyard watching TV and enjoying the garden they both worked on every year.

He always had a smile and a positive attitude. Anyone that met him became an instant friend and he had many close friends that he held very dear to his heart.

He was preceded in death by both parents, his daughter Jennifer Henson, and many close friends.

Those that are left to cherish his memory are his wife of 27 years, Cynthia (Cyndee) Henson; his Brother, James Henson; son from his first marriage, Jonathan Henson and wife. Tommy had three wonderful grandchildren. He is also survived by his Mother and Father in law, Jerry and Elaine Winkler; brother-in-law, James Winkler and wife Marissa, and Sister-in-law, Roberta Leonard and husband, Darrin Sparks and many numerous nieces and nephews. Tommy had a deep love for his family. He had an especially deep and sacred love for his grandson, Coby for whom he raised. He was not only a grandfather to Coby, but he was also his father figure and role model. Tommy always felt blessed to have raised Coby from a young child and was so proud of the young man he is today.

Tommy always enjoyed the holidays and would want his family and friends to enjoy this holiday season. A celebration service will be held after the winter frost is gone and as the song says “Here Comes the Sun” forever in our hearts we love you Tommy.

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A casual gathering will be held to honor and celebrate the life of Thomas Gregory Henson (12/19/50-12/6/2023) on Thursday, June 20, 2024 at 11:00 am in the Woodsbrook Cremation Garden at Rose Hill Burial Park.

He lived life to the fullest. His amazing personality and smile will remain in our hearts forever.