Michael-Leon Wooley

Wooley was born on March 29, 1971 in Fairfax, Virginia, to George and Winnie Wooley. He has a twin brother, Marcus-Leon, and a younger brother, George Jr. He grew up in Bowie, Maryland. Wooley began playing the piano at age 5 and initially wanted to be a classical concert pianist. However, after participating in a high-school production of Oklahoma! he became interested in theatre.

At 16, he was given the opportunity to study piano at the Duke Ellington School of the Arts in Washington, D.C., but turned it down to instead focus on acting and singing. At age 18, Wooley was awarded a full scholarship to the American Musical and Dramatic Academy (AMDA) in New York City, one of 21 scholarships granted in a nationwide competition. He studied at AMDA for a year before embarking on his own to pursue an acting career.

Wooley performed in the national tour of Purlie, after which, worked as a singing waiter on the Spirit of New York, a dinner cruise ship that circles Manhattan.