Weston Cornelius Diggs Jr., age 88, passed away peacefully, surrounded by family, on Thursday, April 2, 2026.

Weston Jr. was born on September 23, 1937, in Chicago, Illinois, to parents Weston Cornelius Diggs Sr. and Edna Mae (Tillery) Diggs.

Weston Jr. grew up in Chicago, Illinois, and Detroit, Michigan, after his parents divorced. He enjoyed splitting his time between both cities with his parents. Once he was of high school age, he attended Cass Technical High School in Detroit, Michigan. He was later recruited onto the Cass Tech Varsity Basketball team in just his sophomore year, earning himself a varsity letter. He also received a varsity letter in track and field. But it was with basketball, and playing on the team’s starting five, where Weston Jr. would make his biggest impression at the school. His team would go on to win 27 games with only a single loss for the season. Ultimately, winning the highly coveted and prestigious city championship in 1955. His accomplishments in basketball led him to be offered a basketball scholarship to Albion College in Albion, Michigan. However, he turned down that basketball scholarship to pursue Law and attend Howard University in Washington, D.C.

In 1959, after returning home to Detroit from Howard University for Thanksgiving break, Weston Jr. met his future wife, Kay Jackson. They were introduced at a house party hosted by a mutual friend. Their first meeting was so successful that they exchanged phone numbers before the night was over. Since Weston Jr. had to return to college, their courtship centered around many, many months of long-distance phone calls. But on that rare occasion that he came back to Detroit, the two would get together and go out on dates. Their courtship and friendship grew, and in April 1960, he proposed to her, and she accepted. On February 11, 1961, Weston Diggs Jr. and Kay Jackson were married. The couple would welcome their first child, Weston III, on January 28, 1962, and their second child, Annette, on September 7, 1963.

While at Howard Law School, Weston Jr. decided that it would be best to join his family in the House of Diggs funeral business back in Detroit. Consequently, he left Howard Law School and enrolled in Wayne State University’s Mortuary School of Science. Once he graduated and passed the Michigan State Board of Examiners, he joined his family at the House of Diggs Funeral Home business.

In 1977, Weston Jr. left behind the family funeral home business and embarked on an entirely new career path within the healthcare HMO sphere. He worked in Marketing/Sales for 22 years, retiring from Health Alliance Plan (HAP). He received many sales leaders and above the call of duty awards throughout his distinguished career.

Weston Jr. enjoyed boating, so he would purchase his first boat in 1981, and after a year, he purchased a bigger boat where he and the family could sleep overnight. Family and friends really enjoyed the time spent on that boat. And on April 2, 1982, Weston Jr. and Kay welcomed their third child, Anthony, “Tony”.

In 1991, Weston and Kay divorced after 30 years of marriage. And after their divorce, Weston would relocate to Novi, Michigan. He lived there for nearly 30 years before his age, and poor health forced him to sell the house in June 2025.

In retirement, Weston Jr. usually stayed active by playing golf on the 9-hole golf course that his home sat on. He often joined golf leagues within that neighborly golf community. He was also a frequent traveler to Europe. Visiting Paris, Amsterdam, Venice, Germany, Verona, and Barcelona. Weston Jr. also globetrotted to hot spots like Brazil and Martinique and kept a timeshare in Orlando, Florida. And when he wasn’t golfing or traveling outside of the United States, he would visit old college friends in New York and Washington, D.C.

After 19 years of retirement, Weston Jr. was diagnosed with kidney failure. His endocrinologist gave him a five-year life expectancy prognosis so long as he continued his 3 day a week dialysis session. Incredibly, Weston Jr. outlived his doctor’s earlier prognosis by approximately one year and six months. It has been amazing to witness just how strong-willed and resilient he has shown himself to be. It seemed that he routinely would bounce back and overcome his many health setbacks, time and time again. And through all of it, he kept a cheerful and positive attitude.

In the end, Weston Jr. decided to take his fate and his destiny into his own hands. As the disease continued to take a toll on his body. And as he grew weaker, he called for a family conference to talk about his life choices and his future going forward. At 88 years of age, Weston Jr. decided to terminate his dialysis sessions. He had concluded that he wasn’t living life anymore. His family honored his wishes.

Every man enters that threshold where death overtakes them. Weston Jr. stepped down on his own terms with dignity. HE LIVED A FULL LIFE

Weston was preceded in death by his parents, Weston Diggs Sr., Edna Tillery, his stepmother Charlye Diggs, his brother John Diggs, and his sister Charlita Diggs.

Weston is survived by his sons, Weston C. Diggs III of Rochester Hills, Michigan, and Tony W. Diggs of Denver, Colorado, his daughter Annette K. Diggs of Rochester Hills, Michigan, and his beloved Granddaughter Denise Diggs of Rochester Hills, Michigan.

In lieu of flowers, the family requests that donations be made in Weston’s memory to the Lions Club charity and the Alzheimer’s Association charity.