Gerald C. Connors, 89, of North Naples, FL, formerly of Ayer and Maynard, MA, passed away on Sunday, October 5, 2025, due to complications from a recent stroke. Born in Concord, Massachusetts, on September 30, 1936, he was the son of the late Raymond and Helen (Nee) Connors and one of three siblings. He was born and raised in Maynard, MA, and graduated from Maynard High School in 1954.

After high school, Jerry served in the U.S. Army, and he was stationed in South Korea. In 1959 Gerald married Sandra R. Gunn of Maynard, MA. where they settled and raised their four children. After serving his country, Jerry worked in a variety of jobs before embarking on his 27-year career with the U.S. Postal Service as a mail carrier in Maynard, MA., where he earned the nickname “Jerry the Mailman” out of respect for his commitment and reliability in serving the residents of his route. Shortly after his retirement from the U.S.P.S. he took on one more role, this time serving the senior center community at Newbury Court in Concord, MA. as their chauffeur. In October of 2006 the Newbury Court community awarded him the Heart and Hands award for being the “chauffeur extraordinaire”.

In April 2000, Jerry married Lorraine Heroux. They settled in Ayer, MA, and later relocated to North Naples, FL, where they shared 25 wonderful years of marriage. Together they built a life filled with faith, love, laughter, and family.

Jerry was known for his strong work ethic, professionalism, kindness, and great sense of humor. Outside of work, he enjoyed practicing his faith, spending time with his wife, Lorraine, and traveling. He especially loved visits with his sons, daughters-in-law, and grandchildren.

He is survived by his loving wife, Lorraine; his sons Michael (Christine) Connors of Delray Beach, FL, Daniel (Erin) Connors of Valencia, CA and Timothy Connors of Maynard, MA.; five grandchildren Ian, Brendan (Akirta), Brian Connors and Madison and Nicholas Connors; great granddaughter Elara Connors; Lorraine’s son Joshua Hydeman; brothers John (Jack) Connors of Bellingham, WA, and Raymond Connors of San Mateo, CA. Jerry was predeceased by his parents, Raymond and Helen Connors, son Kevin Connors and Lorraine’s son Jonathan Hydeman.

Funeral Mass will be held on Wednesday October 15th at 11 am at Our Lady of the Cape, 468 Stony Brook Rd, Brewster, MA 02631. Private burial services will be held on Thursday October 16th at 10:15 am at Massachusetts National Cemetery on Connery Ave. Bourne, MA 02532.

I have some photos to email you

Mike, Danny, Tim - I am so sorry to hear of Jerry's passing. He was a wonderful man. My thoughts and prayers are with you and families. Much Love Amanda