June 18, 1991 ~ May 25, 2026 (age 34)
Derrick Lee Winningham, born June 18, 1991, in Lake Wales, passed away on May 25, 2026, at one of his favorite places, Panama City Beach.
Derrick is survived by his loving mother, Ellen Saylor; his sons, Joseph Winningham and Bentley Winningham; his stepchildren, Abbey Tillery and Mason Tillery; and the mother of his child, Alyssa Winningham. He is also survived by his sisters, Erica Harrison (Paul) and Christian Winningham; his brothers, Christopher Winningham (Alison) and Dillon Winningham (Kayleigh); and his grandmother, Ellen Preston. He also leaves behind his beloved nieces, Lily Harrison and Aubree Winningham, and nephews, Jayce Winningham, Garrett Winningham, Taylor Carswell, and Steven Robinson.
He was preceded in death by his brother, Danny R. Winningham; his father, Danny M. Winningham; his grandfathers, Ronald Lynch and Auburn Preston; and his grandmother, Geneva Lynch.
Derrick worked as an assistant superintendent for Bailey Harris Construction, where he was respected for his hard work, dedication, and the relationships he built with those around him.
Derrick was known for his larger-than-life personality, his honest heart, and his unforgettable sense of humor. A devoted fan of the Miami Hurricanes football, everyone who knew Derrick knew he proudly stood behind “The U” through every win and every loss — even while living in Alabama. His loyalty to his team was only matched by his loyalty to the people he loved.
Derrick had a heart as big as he was. He never hesitated to tell you exactly how he felt, and he always knew how to make people laugh, smile, or give them a hard time in his own silly way. He loved a good TikTok recipe, enjoyed grilling for family and friends, and found joy in the simple moments spent together. He brought light and energy everywhere he went, and his presence could never be ignored.
Above all else, Derrick’s greatest joy in life was being a father and spending time with his family. The love he had for his boys, stepchildren, and loved ones was immeasurable, and the memories he created with them will be treasured forever.
He will be deeply missed, forever loved, and never forgotten.
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