Since the age of three, Dillard watched church choirs. His Grandma used to stand Little Ricky on top of his baby potty and he would direct and sing. At five years old, he began directing the junior choir at St. Bethel Baptist Church. In 1981 he formed the first gospel choir at Bloom High School. "There were so many church kids there and they liked to sing," he says. "So, I started a group called Ricky Dillard and Company and we sang at school. One of my teachers, Don Bondurant, said, `you should start a gospel choir' and I did.
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Ricky Dillard has had 25 concerts.
Ricky Dillard is most often considered to be House, Gospel, Chicago, Contemporary Gospel, Praise, and Black Gospel.
The last Ricky Dillard concert was on May 12, 2024 at Liacouras Center, Temple University in Philadelphia, Pennsylvania, United States. The bands that performed were: Donnie McClurkin / Ricky Dillard / Jammin Jay Lamont.