Silas Cain

Silas Winfield Cain, Jr. was born on November 21, 1931 in Baltimore, MD, to Belle Taylor Cain and her husband, Silas Winfield Cain. Winfield (as he was known) grew up in Bel Air, MD, where as a teenager he met his future wife, Lorraine Mulford. In high school, Winfield attended the McDonogh School where he played football and ran track, excelling in the quarter mile. After graduating from McDonogh in 1949, Winfield attended Duke University for one year before transferring to University of Pennsylvania. Although he enjoyed Duke, he wanted to be closer to Lorraine, who had enrolled at State Teachers College in Towson, MD (now Towson University). After graduating from University of Pennsylvania with a BS in Economics, Winfield married Lorraine on June 26, 1953. Shortly after that, the young couple moved to Paris, France, where Winfield spent two years serving as a Lieutenant in the Air Force. After returning from France, Winfield and Lorraine moved to Cleveland, Ohio, where their two children, Michael and Kevin, were born. Initially, Winfield worked as an accountant at the Glidden (paint) Company. He also took night courses at Case Western Reserve University, earning an MBA. He then began a long career in finance, joining the Baltimore & Ohio and Chesapeake & Ohio railroads, first as a pension-fund Manager and later as Manager of Financial Planning. The family lived in Cleveland for 14 years before moving to Devon, PA. Winfield was a Vice President and Director of the investment firm, Drexel Burnham Lambert. His sons (Michael and Kevin) went to Friends Central School, where Winfield and Lorraine spent many hours serving on committees and going to sporting events. In 1982, Winfield and Lorraine moved to Ruxton, MD. Winfield joined Redwood Capital Management as Vice President and Portfolio Manager. A few years later, Winfield co-founded the investment management firm, Mount Vernon Associates, where he worked until his retirement. After 62 happy years of marriage, Lorraine died suddenly in 2015. A few years later, Winfield began traveling the globe with Beth Babikow, who became Winfield's partner for the remaining years of his life. Winfield and Beth traveled extensively within the United States and abroad, taking trips to Florida, Maine, Japan, Italy, and many other places. In 2019, Winfield moved to the Broadmead Retirement Community, in Cockeysville, MD. There he met a host of new friends and was an active participant in social events and the Art Program Committee. A quiet and gentle man who touched many lives, Winfield was devoted to his family and cared deeply for his many friends. He was a huge fan of the Baltimore Ravens, sweets of all kinds, hot coffee, and wry jokes. He had a long-standing interest in art and Maryland history, and he thoroughly enjoyed his garden and the birds and other animals he saw there. Winfield gave back to his community as a member of the Sheppard Pratt Board of Trustees, the Friends School of Baltimore Board of Trustees, the Board of Directors of Govans Ecumenical Development

Corporation, and the Stony Run Friends Finance and Trustee Committees, among other organizations. Winfield died peacefully after a long illness on January 10, 2026. He is survived by his two sons, Michael (Debra VamVikites) and Kevin (Traci); three grandchildren (Hannah, Samantha, and Eva); and one great-grandchild, Hannah's daughter Alice. Winfield was a member of Stony Run Friends Meeting, where a service in his memory will be held on May 23, 2026 at 11 AM. All are welcome to attend. Donations may be made to Stony Run Friends Meeting (5116 N. Charles St, Baltimore MD 21210) and the Baltimore Symphony Orchestra (1212 Cathedral St., Baltimore MD 21201).