James Guy Benincasa

James Guy Benincasa passed away on March 23rd, 2025. He is survived by his wife, Tiffany Benincasa, and his three children Christopher, Charles, Kathryn, and his brother Richard, and sister-in-law, Belinda. Born in Glen Cove, New York and raised in Manhasset, New York where he attended Saint Mary’s Preparatory School before enlisting in the U.S. Air Force in 1984. Stationed at Mather Air Force Base in Sacramento, California, where he dutifully served as an Administrative Specialist, earning the rank of Senior Airman. While serving, James earned both a Bachelor’s degree and Master’s of Business Administration from National University.

After his military service, James moved to New York City, where he built a long and successful career in the financial industry, including 21 years at Flextrade LLC as Senior Vice President of Global Sales. He married the love of his life, Tiffany Jerome, on October 9th, 1999, and settled in Greenwich, Connecticut, where they made their home and raised their family.

Throughout each day, James was always full of life. He leaves his family and the community with an example of how to always be grateful, present, and generous. Throughout his life, faith was his constant companion. James was honored with the Saint Augustine Medal of Service in 2009, awarded by the Most Reverend William E. Lori, S.T.D., of the Diocese of Bridgeport. His service at the St. Agnes and St. Catherine of Siena Church, Greenwich Youth Lacrosse, The Boy Scouts of America, and AA allowed him to touch the lives of many members of the community. James’ compassion led him and his wife to Border Collie and Animal Rescue for many years. He found incredible happiness out on the water with his family, whether racing across it or simply soaking in the stillness. His joy and altruism shaped him into a leader that would always treat you with care and consideration while giving you a good laugh. A man of faith, service, and family, he will be missed greatly by all who knew him.

Visiting hours in Greenwich are 4:00pm - 8:00pm on Thursday, April 3rd at Leo P. Gallagher & Son Funeral Home. A Mass of Christian Burial will be held on Friday, April 4th, 11am at St. Catherine of Siena and St. Agnes Church in Riverside, CT. It can also be viewed through the livestream link for those that are not able to attend. In lieu of flowers, please consider making a donation to a memorial tribute fund that will be established.

For more information, visit the Leo P. Gallagher & Son Funeral Home website (www.leopgallaghergreenwich.com)