She is probably best known as a cast member of the NBC television sketch comedy series Saturday Night Live from 1986 to 1992.
Jackson became famous for her appearances on Weekend Update with Dennis Miller, reciting poetry while doing backbends or handstands on the desk or, in the cases of the episode hosted by Steve Martin and another hosted by Demi Moore, singing and dancing on the Weekend Update desk. One episode had her play Santa Claus' wife, Mrs. Claus, who was so lonely around the holidays that she seduces Dennis Miller in song.
She appeared in the Nickelodeon show Romeo!, with Lil' Romeo as the nanny, "Mrs. Rodgers." However, she was only in the series for its first two seasons, from 2003 to 2004.
She has frequently appeared on programs such as The 700 Club and Politically Incorrect. She has also appeared in an extremely raunchy Comedy Central series, Strip Mall, in 2000. In 2005, Jackson starred in the second edition of the VH1 show Celebrity Fit Club. She also voiced Penelope in Garfield and Friends (1991-1994).
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