Leonard "Lenny the 25th" Nelson

Leonard "Lenny the 25th" Nelson

Boston, Massachusetts

Leonard "Lenny the 25th" Nelson, of Boston, passed away peacefully on August 14, 2025, surrounded by his loving family. He was 86 years old.

Born in Chelsea, Massachusetts, Lenny was the 25th child of James Nelson and Marion (Hagan) Nelson. His birth made headline news in Boston and even caught the attention of President Roosevelt, who wished to document the extraordinary Nelson family. Lenny would later carry that distinction proudly as "Lenny the 25th."

At the center of Lenny's life was his "sweet, lovable, divine" wife, Josephine, whom he met at Jumbo's Lounge in Somerville. The two shared 55 wonderful years together, devoted to one another in every way. To Lenny, Josephine was a true beauty and the best cook, and her love for family created the warmth and joy that filled their home. He never missed a chance to tell others how lucky he felt to share his life with her.

Lenny's other great passion was music. A highly regarded and dynamic drummer, he dedicated himself to perfecting his craft, especially mastering uptempo rhythms. He lit up every stage he played on, whether performing with The G-Clefs, entertaining in countless Boston venues, or making frequent trips to legendary spots like Wally's Jazz Café, Slade's Bar and Grill, and Smalls Jazz Club in New York City.

Early in his career, he played alongside his lifelong friend Chick Corea-world-renowned jazz pianist-who once recalled with admiration, 'Lenny was the drummer in the first band I ever put together.' He also shared a deep friendship and musical bond with fellow drummer Bobby Ward. These relationships reflected the impact Lenny made not only in Boston, but on the wider jazz community.

Lenny embraced life with the same energy and spirit he brought to his music. He once climbed all the way to the top of Mount Fuji in Japan with his friends from The G-Clefs, Christian and Arnold, an adventure that spoke to his determination, love of camaraderie, and zest for life.

Lenny was truly a man of many talents. As a teenager, he became known around Chelsea for his playful athleticism, often walking long distances on his hands to the delight of friends and neighbors. His adventurous spirit and sense of fun stayed with him throughout his life.

Beyond performance, Lenny shared his gift generously. He taught at Berklee College of Music for three years and mentored countless students throughout his lifetime. His collection of instructional drumming videos continues to educate and inspire musicians worldwide. A true pillar of the Boston music scene, Lenny's teaching, performances, and spirit have left an enduring legacy.

When he wasn't behind the drums, Lenny could often be found behind the wheel-working for 25 years as a bus driver and token collector with the MBTA. Known for his easy smile and open heart, he never knew a stranger. He built connections effortlessly, whether with fellow musicians, riders on his route, or anyone lucky enough to cross his path.

Family remained a cornerstone of Lenny's life. For many years, every Memorial Day he visited all the graves of his relatives, a testament to the deep importance he placed on honoring family ties. His spirituality, kindness, and humility touched everyone who knew him.

In addition to his parents, Lenny was predeceased by his 25 siblings. He is survived by his devoted wife, Josephine; many nieces and nephews, whom he loved dearly; and close friends Herbie Kupersmith and Sergio Bellotti, along with too many others to mention.

Lenny will always be remembered as a talented drummer, a generous teacher, and a kind-hearted soul. His music, mentorship, and spirit of connection will continue to bring joy and inspiration for generations to come. His legacy is forever woven into the heartbeat of Boston's music community and into the hearts of all who knew and loved him.

Family and friends are invited to attend Visiting Hours on Thursday, August 21st, 2025, from 4:00 p.m. to 8:00 p.m. in the Vertuccio Smith & Vazza, Beechwood Home for Funerals, 262 Beach Street, Revere. A Funeral Mass will be celebrated on Friday, August 22nd, 2025, at 11:00 a.m. at Saint Anthony of Padua Church, 250 Revere Street, Revere, followed by interment in Woodlawn Cemetery, Everett.

In lieu of flowers, donations may be made to the American Heart Association in Lenny's memory by visiting www.heart.org.