John Willie Gayles, affectionately known as "Lobo," departed this world on August 12, 2025, in Portage, surrounded by his loved ones and caregivers who offered him comfort and support in his final moments. John was born on July 22, 1941, and he lived a life rich in experiences, marked by deep love and an unwavering commitment to his family.
John’s journey through life was as diverse as the myriad professions he held. Over the years, he took on various roles that included welding, cosmetology, cooking, and caregiving. Each job was pursued with his unique flair and dedication, reflecting his adventurous spirit and zest for life. John's educational journey culminated with a GED earned in 1961, setting a foundation for the many ways he would leave his mark on the world.
Most notably, John’s love story with Constance, or "Muffet" as he fondly called her, began in 1971 and culminated in their marriage on May 5, 1980. Their partnership was one built on deep affection and mutual respect. During Constance’s prolonged illness, John’s steadfast devotion was on full display as he cared for her with unparalleled grace and compassion—a testament to the love he carried in his heart. They shared a life filled with laughter, challenges, and unwavering support.
John’s military service was yet another proud chapter in his life, having served in the US Army from June 1960 to May 1962, including time spent in Germany. His pride in his service mirrored his pride in his heritage, both Choctaw Indian and African American. This pride manifested in his unique jackets and the beautiful homemade jewelry he crafted, often using his beading skills to create stunning tribal pieces. He could often be found engaging anyone willing to listen in conversations about his heritage, his experiences living in Chicago, or the creativity behind his jewelry.
A gifted author, John penned "From Gangster to the Pulpit," reflecting on his transformative journey from the streets to spiritual fulfillment. Though he recognized the complexities of his path and admitted that he did not always get it right, his commitment to seeking redemption was evident even in his final days as he prayed for forgiveness and acknowledged his faith in God.
John is survived by his cherished daughters, Caren Hamilton of Atlanta, GA, and Carmen (Anthony) Harp of Kalamazoo, MI. He was a beloved grandfather to Timothy L. Hamilton Jr., Tae'lor M (ShaiAnthony) Brockington, Channing Harp, and great-grandfather to Laylah, Tianna, and Timothy L. Hamilton III (Tre), along with Honour Brockington. He is also remembered with love by his sisters—Costella (Walter) Strothers, Lela (William) White, Marie (Charlie) Dean, Marva Collins, and Ollie Gayles, as well as his special niece, Angela "Cricket" (Tony) Carson, and a host of nieces, nephews, and cousins.
John is preceded in death by his dearly beloved wife, Constance "Muffet" Gayles; his parents, George and Freddie (Collins) Gayles; his daughter, Carla Patrice; and siblings Dorothy Gayles, Frank Gayles, and George Gayles.
He transitioned from labor to reward with Psalms 147:3 in mind—a passage that speaks of healing and comfort. While he may have departed from our sight, his spirit and the love he shared will forever resonate in the hearts of all who knew him. John Willie Gayles embraced life fully as he lived true to himself, nurturing those around him and leaving behind a legacy of creativity, and unwavering strength.
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