Henry P. St.Cyr, of Sterling

Henry Philip St.Cyr, 81, beloved husband, father, and friend, of Sterling, Massachusetts, died at home on Monday October 20, 2025 surrounded by his family. Born on July 30, 1944, in Leominster, Massachusetts, Henry was the son of Henry O. and Mary G. (Toolin) St.Cyr. Henry was a 1962 graduate of Leominster High School, where he excelled as a star athlete. His dedication and talent on the court, track, and field earned him a place in the Leominster High School Athletic Hall of Fame, where he was honored as part of the inaugural class in 2015. Henry continued his education after high school earning a bachelor’s degree from Nichols College, a Master of Arts from Assumption University, and a Master of Business Administration from Suffolk University. He also achieved the highly regarded designation of Chartered Financial Analyst, (CFA), during his professional career. Henry began his business career at State Mutual Life Assurance Company in Worcester, where he rose to the position of vice president and treasurer. In 1983, he joined the investment staff of Providian Corporation (formerly Capital Holding) in Louisville, Kentucky, serving as a senior investment officer. While there, he was elected President of the Louisville Society of Financial Analysts. He returned to State Mutual (now The Hanover Insurance Group) in 1988 and remained with the company until his retirement in 2003. Henry was a lifelong golfer and a devoted member of Oak Hill Country Club in Fitchburg, where he gave generously of his time as president, treasurer, and board member. His decades of dedication were honored in 2022 with his induction into the Oak Hill Hall of Fame. Beyond the club, his love of the game inspired him to volunteer as a rules official for Mass Golf, where he also contributed for many years on the board of directors and several committees. Golf brought Henry not only joy but also lasting friendships, and he continued to play with enthusiasm and love for the sport throughout his life. Over the years, he maintained lifelong friendships through school, work, golf, and other interests. He cherished these connections and remained close to his friends through visits, calls and trips. Henry was a member of the Catholic Church, and his Christian faith was a source of strength and comfort, especially toward the end of his life. Guided by the heart of Jesus’ message of love, compassion, and service to others, he lived with humility and generosity. Henry gave freely of his resources to help others in need. His kindness and compassion touched many lives and reflected the very core of his faith. Henry was the true definition of a gentleman. He was polite, gracious, and kind in both word and deed. He carried himself with quiet dignity, and treated everyone he met with respect. Most of all, Henry was a devoted and loving husband and father. He sacrificed much throughout his life to provide for his family and support his wife and daughters in every way he could. His quiet strength, steady presence, and unwavering support has left a lasting legacy of love and devotion. Henry leaves behind his daughters, Suzanne M. St.Cyr and Jennifer A. Flanagan, and his son-in-law, John Flanagan, all of Leominster. He is also survived by his sister, Mary Ann Brockelman (Michael) of Holden; sisters-in-law Susan Broderick (Lawrence) of Westminster and Jane Pelletier of Leominster; and many dearly loved nieces and nephews. He was predeceased by his cherished wife, Beverly, his parents, his sister, Sheila Rockwell, and brothers-in-law, Edward T. Rockwell Sr., and Richard Pelletier. Henry faced his illness with remarkable courage, resilience, and grace. Throughout his health challenges, he remained strong in spirit, firmly believing it was always too soon to quit. He embodied the spirit of “keep calm and carry on,” meeting each day with quiet bravery and dignity. His strength in the face of adversity was, and remains, an inspiration to all who knew him. Words cannot fully express how deeply Henry will be missed. His wonderful sense of humor, kindness, and steady presence left a lasting impact on all who knew him. Henry’s family would like to extend heartfelt thanks to the oncology staff at Massachusetts General Hospital for their compassionate and expert care over the years, especially Dr. Matthew Smith, Dr. Xin Gao, as well as the many caring doctors, nurses, and assistants. The family would also like to thank the caring staff at UMass Memorial Hospital and Health Alliance Home Health and Hospice for providing exceptional care to Henry. There will be no calling hours. Funeral services will be held privately at Anderson Family Funeral Home in Fitchburg, Massachusetts. In lieu of flowers, memorial contributions can be made to the Massachusetts General Hospital Cancer Center (55 Fruit Street, Boston, Massachusetts 02114) https://giving.massgeneral.org/donate/cancer-center The Mass Golf Junior Golf Program (300 Arnold Palmer Blvd, Norton, Massachusetts 02766) https://www.massgolf.org/donate Or Health Alliance Home Health and Hospice (60 Leominster Road, Leominster, Massachusetts 01453) https://hahhh.org/index.php/giving/

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Henry P. St.Cyr, of Sterling

July 30, 1944 - October 20, 2025