On television, Headley starred as Detective Mimi Reed in the ABC daytime soap opera All My Children on a regular basis from 1991 to 1994.
[6] Headley made her acting debut appearing in an episode of NBC sitcom The Cosby Show in 1985.
[1] In 1988, she portrayed Lisa McDowell, an heiress to a fast food restaurant, in romantic comedy Coming to America.
[13] The following year, Headley had a starring role alongside Louis Gossett Jr. in the short-lived ABC drama series, Gideon Oliver.
[15] In 1991, Headley joined the cast of ABC daytime soap opera, All My Children playing police officer Mimi Reed.
[19] In 1997, Headley landed a leading role as Juanita Barnes in the short-lived FOX drama series, 413 Hope St. alongside Richard Roundtree.
[23] Headley portrayed Barbara, a woman looking for a man, in the pilot episode of Love Boat: The Next Wave.
[24] She appeared as a counselor on sitcom The Wayans Bros..[25] In the early 2000s, Headley returned to daytime television playing the recurring roles of Felicia Boudreau on Guiding Light (2001–2002)[26] and Heather Engle in The Bold and the Beautiful (2004–2005).