Coach Bob DeMayo, a beloved former baseball head coach, passed away in July 2025, leaving a legacy deeply etched into the heart of Connecticut high school athletics.
As of now, the cause of Coach Bob DeMayo’s death has not been publicly disclosed.
Bob DeMayo Was The Winningest High School Baseball Coach In Connecticut History!
Coach Bob DeMayo was one of the greatest high school baseball coaches in Connecticut.
He led the North Haven High School team from 1958 until he retired in 2022. During that time, he won 937 games, more than any other coach in the state.
His teams also won five state championships, in addition to numerous league titles.
Before coaching, he played baseball at Notre Dame-West Haven and Fordham University, and even spent some time in the minor leagues with the Baltimore Orioles.
Coach DeMayo wasn’t just known for winning; he was respected for treating people fairly and helping young athletes grow.
In a famous moment from 1992, he stood up for a talented player from another school, demonstrating his high regard for sportsmanship.
His players saw him as a role model, and many still talk about how he helped shape their lives.
In addition, his story was captured in a book titled “Bob DeMayo: Coach for a Season, Teacher for Life,” published in early 2024.
The CIAC honored Coach Bob DeMayo by dedicating the 2025 Baseball State Championships to him in his memory after his passing.
Coach DeMayo’s influence stretched far beyond the diamond. His passing has left a deep void in the hearts of his family, former players, fellow coaches, and the entire Connecticut baseball community.
Tributes have poured in across social media, with the hashtag #ctbb filled with stories of his mentorship and dedication to young athletes.
Local journalist Erik Dobratz described him as “a true legend on and off the field.”
Former players have shared how Coach DeMayo not only shaped their baseball careers but also their character, often referring to him as a second father.
Community organizations are planning memorial games and scholarships in his name.
His family, especially his wife Bette, who stood by him throughout his 68-year coaching career, has received an outpouring of support.
The North Haven Varsity Hockey Team paid tribute to the coach, saying:
North Haven Varsity Ice Hockey send our condolences to the family and friends of legendary NHHS Varsity Baseball Coach Bob DeMayo. Rest easy Coach
Our heartfelt condolences go out to Bob BeMayo’s friends, family, and well-wishers.
Rest In Peace, Legend!
In Case You Didn’t Know
- He was inducted into multiple halls of fame for his contributions to high school athletics.
- He earned widespread respect for moments like his 1992 advocacy for rival pitcher Benjamin Bartone to be named to the All-Housy team.
