In Loving Memory of Bob DeMayo
North Haven, Connecticut – A Life of Leadership, Legacy, and Love
It is with heartfelt sorrow and deep respect that we reflect on the life and legacy of Bob DeMayo of North Haven, Connecticut, a beloved community leader, legendary coach, and dedicated mentor who passed away, leaving behind a lifetime of achievements and immeasurable impact. His absence leaves a void in the hearts of those who knew him, but his influence will live on for generations to come.
Bob DeMayo wasn’t just a name known throughout Connecticut—he was an institution, especially in the world of high school baseball. For more than six decades, Coach DeMayo stood as a towering figure in the halls of North Haven High School, where he served as head baseball coach with distinction, passion, and a tireless commitment to the development of young athletes both on and off the field. His remarkable coaching career, spanning over 60 years, was marked by more than 900 career wins, countless championships, and an enduring legacy of leadership that shaped the lives of hundreds of student-athletes.
But Bob was more than a coach—he was a mentor, a motivator, and a man of principle. He believed that the true value of sports extended far beyond wins and losses. To Coach DeMayo, baseball was a classroom, and life was the lesson. He instilled in his players the values of discipline, accountability, sportsmanship, and perseverance. He didn’t just build teams—he built character.
Known for his signature presence on the diamond—his unwavering passion, signature whistle, and quiet confidence—Coach DeMayo was a father figure to many, a loyal friend, and a cornerstone of the North Haven community. His dedication to his players and students earned him numerous accolades, including induction into multiple halls of fame, yet he remained humble, always redirecting praise to the young people he coached and the community he loved.
Off the field, Bob was a devoted family man. A loving husband, father, and grandfather, he cherished the time spent with those closest to him. His warmth, humor, and heartfelt conversations made him beloved by everyone who crossed his path. He never forgot a name, never missed a chance to encourage someone, and always had time to share a story that would leave you smiling—or thinking.
The town of North Haven is mourning not just the passing of a local legend, but the loss of a man who embodied what it means to live with purpose. His former players, now grown with families of their own, often credit Bob with shaping their lives. Many went on to become coaches, teachers, and community leaders themselves—living proof of the ripple effect he created.
As we honor Bob DeMayo’s life, we celebrate not only his accomplishments but the profound legacy of love, mentorship, and dedication he leaves behind. His was a life well-lived—a life that mattered, that changed others for the better, and that will continue to inspire long after the final out has been called.
We extend our deepest condolences to the DeMayo family, to the North Haven baseball community, and to every life Bob touched. May you find comfort in the incredible impact he had, and in the knowledge that his spirit will always remain a part of North Haven.
Rest in peace, Coach Bob DeMayo.
Your legacy is eternal, and your memory will forever be cherished. ⚾🕊️
“To live in hearts we leave behind is not to die.”