James Carroll Dempsey, 84, of Simsbury, beloved husband of Dorothy (Allen) Dempsey, died Thursday, October 28, 2021. Jim was born April 9, 1937 in Brooklyn, NY, son of the late James Carroll and Anna (Mulcahy) Dempsey and lived in New Canaan for many years prior to moving to Simsbury 11 years ago. Jim is a Veteran of the U.S. Army retiring as a Lieutenant Colonel after having served over 20 years as a faculty member for the Command & General Staff College. Jim had a distinguished military career earning many honors including: the Silver Star Ribbon, Meritorious Service Ribbon, Army Achievement Ribbon, Good Conduct Ribbon, Army Reserve Components Achievement Ribbon, National Defense Service Medal Ribbon, Armed Forces Reserve Ribbon and Army Service Ribbon. Jim was a graduate of Brooklyn Prep High School, Fordham University, and Fordham University Law School. Attorney Dempsey was an admitted member of the state courts of New York and Connecticut, the United States Court of Military Appeals, the US District Court District of Connecticut, US District Court Southern and Eastern Districts of New York, US Court of Appeals Second Circuit and the United States Supreme Court. He worked for Stauffer Chemical in Westport CT as General Counsel for many years, retiring in 2013. Jim was a member of St. Catherine of Siena Church in West Simsbury. He enjoyed golf and was a member of the Silvermine Golf Club and the Simsbury Farms Geritol Swingers. He had a love for classical music and was a talented trumpet player in the Fordham University Marching Band, the New Canaan Town Band and the Simsbury Town Band. Jim also enjoyed spending time outdoors ice boating, skiing and gardening and earned and maintained his civilian pilot license. Jim also enjoyed woodworking and had fun with remote control model airplanes and Lionel model trains. In addition to his loving wife of 56 years, he is survived by his children, Jeff Dempsey and his wife Amy of Simsbury, James Dempsey III and his wife Amy of Kennesaw, GA and Geraldine Blum and her husband Ken of Hinckley, OH and his grandchildren, Sarah, Mark, Scott and Brian Blum of Hinckley, OH, Anne and Charlotte Dempsey of Kennesaw, GA and William, Madelyn and Amory Dempsey of Simsbury. He was predeceased by his brother, John Dempsey. His family will receive friends on Friday, November 12th from 4:00 PM to 7:00 PM at the Vincent Funeral Home, 880 Hopmeadow Street in Simsbury. Funeral Mass of Christian Burial will be Saturday, November 13th 11:00 AM at St. Catherine of Siena in West Simsbury. Burial with military honors will follow in Simsbury Cemetery. In lieu of flowers, memorial donations may be made to St Jude’s Children’s Research Hospital. Please visit Jim’s Book of Memories at www.vincentfuneralhome.com for online tributes.