Lyle Everett Bross

Lyle Everett Bross, a longtime resident of Westport and Weston, was born in Yonkers, New York on August 24, 1936, and passed away peacefully in the early morning hours of February 14, 2026, surrounded by family on Valentine's Day.

Buried with military honors, Lyle proudly served in the United States military in the early 1960s in the 101st Combat Area Signal Battalion. He was the truest family man, full of pride, humor, and love. For more than 35 years, he could be found at The Sherwood Diner, holding court among friends and strangers alike, cracking jokes, telling stories, befriending everyone who walked through the door, and doing it all with his signature laugh and beloved veteran's hat. To know Lyle was to love him.

He put himself through New York University while serving in the military, teaching ballroom dance, and investing in small businesses. Lyle began his career as a salesman at S.C. Johnson & Son, rising to National Sales Manager and earning the distinction of Best Salesman of the Year in the United States. He later pursued his entrepreneurial spirit, becoming owner and operator of C-Town Supermarkets in Westchester County, New York.

Lyle leaves behind his loving wife, Barbara; his children, Lainie Schreiber (and son-in-law Paul Schreiber) and Doug Bross; his cherished grandchildren, Olivia Schreiber Shaub (and grandson-in-law Kyle Shaub), Benjamin Schreiber, and Ella Bross; and his sisters, Annye Rothenberg of California and Wendy Stuart of Canada. He was the best father, grandfather, and friend his family could have hoped for, their epicenter, leaving an indelible mark on their lives and on countless others.

Lyle embraced his self-appointed role as "social director" for family and friends with a joy that seemed to radiate from him. His life unfolded in the company of those he loved, filled with laughter, dancing, magic tricks, and the occasional questionable joke that somehow made him even more endearing. Larger than life, he wove together countless circles of connection: the Greenwich Men's Club, his Yonkers High School class, the diner group, his neighbors, and the many friends he gathered over a lifetime. Each circle stood as a testament to his gift for bringing people together and to the warmth, joy, and mischievous spark he brought into every room.

He had a rare gift for bringing people together.

Those who knew him will spend a lifetime remembering the joy he brought into every room.