Personal Life
Headley was born in Trinidad, the daughter of Hannah and Eric Headley. At age four, Headley began playing the music of her native Trinidad, including calypso, and soca. In 1989 she moved to Fort Wayne, Indiana in the United States at the age of fifteen with her mother and brother Junior, when her father was offered a job as pastor of McKee Street Church of God with headquarters in Anderson, Indiana.
Headley attended Northrop High School, and was a member of their resident show choir, Charisma, and starred as Fanny Brice in the school's production of Funny Girl. After graduating from Northrop High School, Headley attended Northwestern University to study communications and musical theatre until the last day of her junior year, when she made the difficult decision to become a part of the musical Ragtime and drop out of school.
In 2003 Headley married Brian Musso, formerly of the New York Jets. Both attended Northwestern University. On December 1, 2009, they welcomed their first child John David.
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