Nicholas Anthony Macchiarolo Sr.

Born July 14th, 1939

Passed on February 27th, 2026

A tenacious, generous, and fiercely devoted family man, he remained unapologetically himself until the very end — refusing to slow down, refusing to change, and refusing to ever back away from what mattered most.

Preceded in death by his beloved mother, Angelina; his father, Anthony; his sister, Phyllis; and above all, the love of his life, Joann — or, as he lovingly called her, “Jo” — he carried their memory with him every day.

He is survived by his sister, Marie; his daughter, Diane (Bill); his sons, Nicky (Toni Ann) and Michael (Kelly); his cherished grandchildren, Nicholas, Anthony, Michael, Julia, and Angelina “Jo”; and his adored great-grandchildren, Cash, Stevie, Phoebe, and Lola. Last but not least, all of the nieces, nephews and cousins who he adores. His family was his pride, his purpose, and the center of his world.

He was a man defined by loyalty and intensity. Fierce in love and fierce in protection, he made it known that respect mattered. Early in a friendship, during a ride up an elevator to the roof, a playful punch was thrown his way. His response? “I don’t play fight — and I will kick your ass.” From that moment forward, nothing but respect. That was who he was — clear, direct, and never pretending to be anything other than himself.

He worked tirelessly throughout his life, first with the Transit Authority and later as the owner of N & M Electric. A true workaholic, he believed in showing up, working hard, and providing for his family no matter the cost. He excelled in many things — though IT support may not have been one of them. Technology might have challenged him, but that never stopped him from trying — and usually insisting he knew exactly what he was doing.

If there was one thing he truly mastered, it was the telephone. Calling friends and family wasn’t just a hobby — it was practically a full-time job. He talked excessively, unapologetically, and daily. If you knew him, you knew your phone would ring. And if you missed the call, he would call again. And again. Staying connected wasn’t optional; it was how he loved you.

He was a storyteller at heart. Conversations with him weren’t short — they were chapters. He could stretch a five-minute update into an hour-long narrative, complete with details, side stories, and laughter. His humor was sharp and natural, woven into everyday life. He had a way of making ordinary moments memorable.

Above all, family came first. Always. He was supportive in ways that were sometimes loud and sometimes quiet, but always steady. He celebrated victories fiercely, defended his loved ones fiercely, and stood firm in his beliefs. He did not believe in slowing down — not in work, not in conversation, and certainly not in life. Even as the years passed, he remained driven, determined, and fully himself.

His legacy lives on in the strength of his children, the laughter of his grandchildren, and the stories that will undoubtedly grow even bigger with each retelling. He taught those around him about loyalty, resilience, and the importance of standing your ground. He also taught them that if you’re going to make a gesture punch — be ready for the response.

He will be deeply missed, endlessly talked about, and forever remembered for his tenacity, his generosity, his fierce love, and his refusal to ever be anything less than authentic.

And somewhere, we imagine, he’s still on the phone — telling a story, checking in, and making sure everyone is exactly where they’re supposed to be.

A Visitation will be held on Monday, March 9th from 4:00 - 7:00 PM at Hodges-Josberger Funeral Home located at 577 E. Elkcam Circle, Marco Island, FL 34145. A Funeral Mass will be held on Tuesday, March 10th at 10:30 AM at San Marco Catholic Church located at 851 San Marco Rd, Marco Island, FL 34145. Burial will follow at Marco Island Cemetery, 489 W. Elkcam Circle, Marco Island, FL.