October 13, 1951 – May 28, 2025
Jerry L. Gentry, 73, of Babson Park, Florida, passed away peacefully on May 28, 2025, after a courageous battle with an inoperable tumor — the final challenge in a life that proved over and over again that he had at least nine lives to give. Born in Tennessee on October 13, 1951, to Owen and Lena Gentry, Jerry lived a life defined by grit, generosity, and guitar strings.
He proudly served his country as a Vietnam veteran and later dedicated over 30 years to Kelsey-Hayes. After retiring from the auto industry, he rolled up his sleeves once more, working side by side with his son-in-law in construction and HVAC. Jerry was never one to sit still, and he poured his work ethic and heart into everything he did. A survivor in every sense, Jerry beat the odds more times than most — overcoming lung cancer, strokes, heart attacks, and bypass surgery. Through it all, he remained the same kind, warm, and quick-to-laugh man who never met a stranger.
Jerry was married and divorced to Theresa Rocha and Debra Richardson. Later in life, he found the love and companionship he had always hoped for with his soulmate, Anna Wilkin — a bond filled with warmth, laughter, and unwavering support.
He is survived by his children: Keneth (Jaunita) Gentry and their daughters, Destiny (and her husband), Amber (and her husband); and his daughter Sarah (David) Kaiser. He also leaves behind his adopted daughter, Glenda Pitman, and his devoted miniature schnauzer, Princess — who was never far from his side. Jerry was blessed with two great-grandchildren, countless laughs, and even more love. He is also survived by many beloved nieces and nephews, all of whom he cherished deeply.
He was preceded in death by his parents, Owen and Lena Gentry, and his brothers Eddie, Willie, Dennis and Randall.
Later in life, Jerry moved to Florida, where he found more than sunshine — he found a church and a community that quickly became his second family. He loved to play guitar and sing, often filling rooms (and hearts) with music. To know Jerry was to love him. He gave freely of his time, his talents, and his stories — often with a grin and a guitar nearby. His legacy lives on in the laughter, love, and strength of his family and friends.
A Celebration of Life will be held on Saturday, December 6, 2025, at 2:00 PM EST at the First Christian Church in Babson Park, with snacks to follow. All are welcome to come share stories, smiles, and music in honor of Jerry’s incredible life.Please RSVP to Ken Gentry at 309-620-0980,
Sarah Kaiser at 734-564-6648, or via email at [email protected].
In lieu of flowers, the family asks that you honor Jerry by performing an act of kindness in his memory — or by playing your favorite song and singing along, just the way he would have liked. Donations in his memory may be made to two causes close to his heart: Wounded Warrior Project and St. Jude Children’s Research Hospital.
