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Gerald Francis O’Connell, 87

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Gerald (Gerry) Francis O’Connell of New Canaan, CT, Nantucket, MA and Sanibel, FL died November 27, 2025, surrounded by his incredible wife of 61 years Judith Ann (Papp) O’Connell and his loving family. 

Gerry was born on October 17, 1938, the second son of Desmond Henry Sr. and Rosemary McGough O’Connell in Plainfield, NJ. The brother of predeceased Desmond H. O’Connell, his wife Roberta O’Connell and Timothy E. O’Connell, his husband Larry Little. Father to Kevin M. O’Connell, his wife Dianna, Julia (O’Connell) Bossidy, her husband Michael, Patrick M. O’Connell, his wife Robin, Megan (O’Connell) Marciano, her husband Lance, Colleen (O’Connell) Bailey, her husband Troy and Erin (O’Connell) Hoffman, her husband Mitch. He is survived by his 21grandchildren, Michael, his wife Emma, Edward, his wife Annie, Madeleine her fiancé Justin, Josephine, Ryan, Quinitin, Courtney, Katherine, Emery, Shea, Brinley, Isabella, Christina, Nicholas, Teresa, Conor, Reagan, Brendan, Maddox, Brody and Cole as well as two great grandsons James and Graham. Gerry was loved profoundly by his family and left nearly everyone he encountered with gratitude for their time with him.

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Catherine Leone Cody, 85

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Catherine Leone “Cathy” Cody passed away on Oct. 30, 2025, following complications related to a recent illness. She was 85. Cathy died at The Enclave at Rye, New York. She had lived in New York City for many years.

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William P. Jepsen, 84

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It is with great sadness that we announce the passing of William “Bill” P. Jepsen on November 21, 2025. Born on December 12, 1940, in Boston, Massachusetts, Bill was the son of the late Carlton and Marjorey (Hayes) Jepsen. He grew up in Milton, MA, attended Boston College High School, and continued his Jesuit education at The College of the Holy Cross, graduating in 1962. He later earned his MBA from Columbia Business School in 1964. It was during his time at Columbia, in the Crown Room at John Jay Hall, that Bill met the love of his life, Mary (Ripple). The two were married for 55 wonderful years, raising their family in New Canaan, CT, before retiring to Madison and North Branford, CT.

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Roy Sumner Pfeil, 91

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Roy Sumner Pfeil, long time resident of New Canaan, died at his home in Scarborough, Maine on August 23, 2025. Surrounded by the love of his immediate family, Roy finally succumbed to melanoma, a disease he fought valiantly for three years. In death as in life, he was decisive, kind, and steady. 

Roy was born in Detroit, Michigan, on January 30, 1934, to George W. Pfeil and Ruth Thomas. He was the eldest of three sons and is survived by his brother Jeff. 

Roy wrote the below for his 65th Class Reunion at Dartmouth in 2020. We chose to quote his distinctive, humorous and gratitude filled voice, adding a few biographical details: 

“The sixty-five years since we graduated from Dartmouth have gone by in a flash.

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Anthony Sillo, 87

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Anthony Sillo, a seventy-year resident of New Canaan, Connecticut passed away at home after a long, wonderful, full life on November 13, 2025 at the age of 87. Anthony was born in the province of Frosinone, Italy in the town of Settefrati, just 20 miles north of Montecassino, on January 8, 1938 to Michele Sillo, a stone mason and Maria Donata Sillo (nee Volante).  At the age of 17, he accompanied his father to New Canaan, Connecticut in 1955 and were joined by his mother and brothers a few years later. On April 4, 1959,  Anthony married his childhood sweetheart, Alessandra (Sandy) Massarella.  Anthony continued to work alongside his father, and then as a landscaper, fine-tuning his knowledge of sitework and building. In the 1960s, Anthony attended night school in New Canaan to study English and obtain a better understanding of American society and culture.  

Anthony and Sandy went on to raise their family of four children in New Canaan while building their business.  In 1972, he formed a residential home building company, Anthony Sillo Incorporated, which was well known for old world craftsmanship and consistently demonstrated a strong dedication to hard work and quality construction. Over many years his three sons worked for him and learned the business and gained valuable experience.  They all subsequently went on to form their own building businesses carrying on the important values, traditions and ideals.  Anthony Sillo built over 80 homes for New Canaan families during his career.  He showed tremendous pride in “his houses” and remained great friends with his customers for years to come.