Carl Clifford Howard Gray

Carl Clifford Howard Gray

Carl Clifford Howard Gray, 76, beloved husband, father, grandfather, businessman, and builder of people, passed away peacefully at his home in Lexington, Kentucky, on November 5, 2025.

Howard was born on July 3, 1949, in Glasgow, Kentucky, to Lois Franklin Howard and James Norris Gray. Raised in a close-knit family surrounded by grandparents, aunts, uncles, and cousins, he often described their bond as “closer than eight is to nine.” That deep-rooted sense of connection and loyalty would remain a guiding force throughout his life.

He began his academic journey at Transylvania University and later graduated from Western Kentucky University — an institution he affectionately referred to as the University of Kentucky. At just 23 years old, following the passing of his father, Howard was appointed to the role of president of Gray Construction. In partnership with his mother and siblings, he led the company for more than four decades, transforming it from a small regional general contractor into a nationally recognized design-build firm. He eventually retired as Chairman & CEO of Gray Inc. and took on the title of Chief Storytelling Officer.

Howard’s leadership was grounded in integrity and relationship-building. He was known to say about customers: “Give them everything they bargained for, and a little bit more.” This philosophy helped forge enduring partnerships with major international companies such as Toyota and contributed significantly to Kentucky’s economic development.

In 1977, Howard married Cassandra Henry. Together they raised four children: daughters Keturah, Rebekah (Ben Henley), Mary Bruce (Timothy Alford), and son Carl. In 1989, the family moved to Lexington, but Howard always proudly introduced himself as “Howard, from Glasgow,” reflecting his enduring love for his hometown.

Howard lived with multiple sclerosis for 41 years. Throughout that time, Cassandra remained unwaveringly by his side. Though the disease presented many challenges, it never diminished his spirit. He often declared: “I have MS, but MS doesn’t have me.”

Beyond his professional achievements, Howard was deeply engaged in civic life. He served on numerous boards including Chairman of the Kentucky Chamber of Commerce and Chairman of the Board of the Lexington Theological Seminary. He also held leadership roles with Associated General Contractors of Kentucky and The International Storytelling Center and Festival and served as Regent of Western Kentucky University.

A lifelong learner and avid reader with a passion for history, Howard cherished meeting new people and maintaining lifelong friendships. His sharp wit and warm presence made every gathering memorable — what he liked to call a “large time.”

Howard also had a well-known sweet tooth. Each year he gave up desserts for Lent — except for doughnuts after supper. When teased about this exception, he’d flash a sly grin and say simply: “Doughnuts are a breakfast food,” ending all debate with characteristic charm.

The family extends heartfelt gratitude to Vincent Helm and Annie Frye for their kindness and companionship during Howard’s final years.

Howard was predeceased by his parents. He is survived by his wife Cassandra; daughters Keturah, Rebekah (Ben Henley), Mary Bruce (Timothy Alford); son Carl; grandchildren Gray, Virginia, and Stella Alford; sisters Julia Gray Navolio (Jim) and Elisabeth Gray McKeachie (William N.); brothers Jim (Eric), Franklin (Vanessa Wells-Gray), Stephen (Lisa Gumm-Gray); along with many beloved nieces and nephews.

Howard’s legacy lives on through the lives he touched — as a leader who built more than buildings; he built relationships that endure. May his memory bring comfort to those who knew him.

A Celebration of Life service will be held Friday, November 14th at 1:30 p.m. EST at Christ Church Cathedral, 166 Market Street, Lexington, KY 40507. A reception and visitation will be held following the service.

A visitation in Glasgow will also take place on November 15th from 12-2 p.m. CST at First Christian Church, 1100 North Race Street, Glasgow, KY 42141 with a family burial to follow.

In lieu of flowers, memorial contributions may be made to the National Multiple Sclerosis Society via Howard’s Team (1877 Red Hawk Trail, Park City, UT 85098) or The International Storytelling Center (116 West Main Street, Jonesborough, Tennessee 37659).