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IN LOVING MEMORY OF James H. Cunningham
James H.
Cunningham
September 21, 1961 – May 30, 2026
James H. Cunningham's Obituary
THE CELEBRATION OF LIFE STORY
James H. Cunningham, 64, of Philadelphia, Pennsylvania, passed away peacefully on May 30,
2026, surrounded by his loved ones.
Born on September 2, 1961, in Philadelphia, Pennsylvania, James was the son of the late James
Henry Henderson and Mamie R. Cunningham. He lived a life devoted to family, friends, and
community. Known for his outspoken humor, generous spirit, and ability to bring life to any
gathering, James touched countless lives through his friendship and love of music.
James attended M. Hall Stanton School and graduated from Strawberry Mansion High School in
Philadelphia. Throughout his life, he worked for himself and took great pride in being a self-
employed sole proprietor, pursuing success across many different business ventures. His
entrepreneurial spirit, determination, and independence were qualities admired by those who
knew him.
Music was one of James's greatest passions. As the beloved DJ known as "TootsieLamar," he
brought energy, joy, and unforgettable memories to parties, family gatherings, and community
events. Whether behind the turntables or simply sharing a laugh, James had a special gift for
making people feel welcome and appreciated.
In his free time, James enjoyed cars, DJing, music, electronics, and BBW’s (smile). He embraced
life on his own terms and encouraged others to do the same.
James is survived by his five sons: Sean, Jeff , Anthony, James, and Taleef; his two daughters,
Shanna and Nikki; as well as his cherished grandchildren, nieces, nephews, extended family
members, and many dear friends.
He was preceded in death by his father, James Henry Henderson; his mother, Mamie R.
Cunningham; his brother, Jeffrey Cunningham; and all his beloved aunts and uncles.
Those who knew James will remember him best for his larger than life presence, his love of
music, his entrepreneurial drive, and the joy he brought to others as DJ "TootsieLamar." His
legacy of authenticity, resilience, and living life to the fullest in his own unique way will continue
through the many lives he influenced.
James will be deeply missed, lovingly remembered, and forever celebrated by all who had the
privilege of knowing him.
THE MUSIC NEVER STOPS
In Memory of James H. Cunningham ("TootsieLamar")
Born beneath a Philadelphia sky,
A September soul with a spark in his eye.
James walked his path his own unique way,
Living life fully, day by day.
A son, a brother, a father, a friend,
The kind of spirit that time cannot end.
With OUT LOUD humor and a humble heart,
He brought people together and made them feel a part.
The music called, and he answered loud,
Spinning memories that moved every crowd.
As "TootsieLamar," he lit up the room,
Turning ordinary moments into joyful bloom.
From records and rhythms to speakers and sound,
He knew how to lift every soul around.
The beat was his language, the 1’s & 2’s, his stage,
Creating smiles that transcended age.
He worked for himself, stood proud and tall,
Never afraid to answer life's call.
He loved his cars, his music, and more,
The simple pleasures life had in store.
Though we mourn and our hearts feel the cost,
We celebrate far more than what was lost.
For legends don't leave when their bodies depart—
They live on forever in each loving heart.
So when the music plays and memories start,
Listen closely and you'll hear his heart.
A familiar rhythm, a timeless refrain—
The music never stops for James.
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