Winston A. Earle

Winston Augustus Earle, beloved son of the late Carlton Earle and Sybil Lee, was born on March 31, 1948, in Kingston, Jamaica. From an early age, Winston developed a deep love for football (soccer), a passion that would shape the course of his life and remain close to his heart throughout his years. As a talented young athlete, Winston earned a half scholarship to attend Kingston Technical High School. Recognizing his exceptional talent, the coach at Vere Technical High School recruited Winston to play alongside his teammate, Allan “Skill” Cole at Clarendon College where he continued to develop his skill on the football field. Winston, Allan “Skill” Cole and Michael Levy were the foundational members of the Santos football club founded by Winston Chung-Fah. These opportunities laid the foundation for what would become a remarkable football career. Winston’s talent and dedication soon opened doors beyond the shores of Jamaica. Winston was offered a professional football contract with the Baltimore Bays through the efforts of his coach who was also his brother-in-law, Winston Chung-Fah. In 1967, Winston made the life-changing journey to the United States, settling in Baltimore (living on Marble Hall Road with Asher, Art, Kenny, Mouse, Alan (Cupid) and Joseph) and beginning a new chapter filled with opportunity, determination, and hope. His move would eventually pave the way for several of his siblings to follow and establish lives of them own in Baltimore. While pursuing his football career, Winston also attended and played at Catonsville Community College, further sharpening his skills and deepening his love for the game. Not long after arriving in the United States, fate introduced Winston to the love of his life, Catherine Allmond. Their connection was immediate and enduring. On August 24, 1968, they were united in marriage, beginning a beautiful partnership that would span 57 years. Together, they built a life rooted in love, faith, commitment, and family. Through every season of life, they remained devoted to one another, creating a home filled with warmth, laughter, and cherished memories. He led by example teaching his family to love deeply, stand by one another in every circumstance, and offer grace without judgment- his door was always open, his presence unwavering and his words a steady comfort, “I am here, no matter what.” Known affectionately to many as “Magwa,” Winston enjoyed an accomplished career in soccer, both as a player and later as a collegiate coach for more than 31 years. The sport that had carried him from Jamaica to the United States became a vehicle through which he mentored, encouraged, and inspired countless young athletes. His influence extended far beyond the field, leaving a lasting impact on the lives of many who had the privilege of learning from him. Winston and Catherine also shared a love of travel and adventure. Together they explored the world, creating treasured memories throughout the Caribbean, Spain, Iceland, Italy, Greece, Germany, and, of course, Winston’s beloved Jamaica. Whether traveling abroad or simply spending time with loved ones, Winston found joy in experiencing life and sharing those moments with family and friends. Above all else, Winston was a devoted husband, loving father, proud grandfather, and dedicated family man. He treasured family vacations, lively Williams and Lee family reunions, impromptu cookouts, and spontaneous road trips. His laughter was contagious, his smile welcoming, and his presence brought comfort and joy wherever he went. Family gatherings were often filled with Winston’s singing, dancing, storytelling, and unmistakable sense of humor. He had a special way of making every occasion memorable and every person feel valued. Winston was also known for his remarkable work ethic and attention to detail. Whether tackling self-appointed projects around the house, tending to the yard, or meticulously packing his clothes, he approached every task with pride and purpose. He found happiness in life’s simple pleasures — basking in the sunshine, riding his bicycle around Lake Montebello, listening to all genres of music (ranging from artists like Abba and the Bee Gees to John Holt and The Temptations) or spending hours on the phone catching up with family and friends. Winston loved to talk, laugh, reminisce, and stay connected with the people he cared about. No matter the time, he always made room for a conversation with a loved one. Those who knew Winston will remember a man whose life was defined by love, perseverance, generosity, and joy. He lived fully, loved deeply, and gave freely of himself to others. His enduring spirit, warm heart, and unwavering devotion to family leave behind a legacy that will continue to inspire all who were blessed to know him. Though he will be deeply missed, the memories he created, the lives he touched, and the love he shared will remain forever in the hearts of those who knew and loved him. He was predeceased by a beloved sister, Claire Stone. His wonderful life will forever be cherished in the lives of his wife, Catherine; children, Tamala Lunn (son-in-law Dwayne Lunn), Tarisa Earle and Andre Earle; grandchildren, Kaylin Lunn, Layla Lunn, Chanya Earle, Andre Earle Jr. and Taj Winston Earle; brothers, George Earle, Richard Campbell Sr. and Ronald Campbell Sr.; sisters, Barbara Chung, Penelope Earle, Vivienne Earle and Carol Johnson; along with a host of nieces, nephews, family friends and loved ones.

Tributes

Winston A. Earle

March 31, 1948 - June 1, 2026