With profound sadness, we announce the passing of Jeffrey M. Chernaik, age 72, who peacefully left us on April 25, 2025, at Baystate Medical Center, surrounded by those he cherished most. The beloved son of the late Joseph Meyer Chernaik and Iris Myrtle (Zirkin) Chernaik, Jeffrey held deep admiration and respect for his parents.
Jeffrey’s greatest passion was his business, the Joseph M. Chernaik Insurance Agency—a cornerstone of downtown Springfield built on his honesty, dedication, and genuine care for his clients. For over 34 years, he ran his agency with professionalism and warmth, treating every customer like a friend. His kindness, signature corny jokes, and unwavering generosity made his presence unforgettable. His employees, lovingly known as "The Chernaik girls," were more than just colleagues—they were family, and he treasured them dearly.
Beyond his career, Jeffrey found joy in life’s simple pleasures—dining at his favorite local restaurants, cheering on his New England sports teams, enjoying music, and spending time at the casino. His closest friends, Carl Croteau and Allison McDonald, shared in these moments, creating lasting memories filled with laughter and camaraderie. His kindness and generosity left an indelible mark on all who knew him.
Jeffrey leaves behind his sister, Wendy Oltsik, and her children, Adam and Ben, along with countless devoted friends and extended family members. He is predeceased by his brother, Steven Chernaik. Though he has departed, his legacy of warmth and laughter will live on in the hearts of all who loved him.
All services will be private at a later date, with arrangements entrusted to the Grise Funeral Home.