Serena Williams made her professional debut in 1995. She lost to Annie Miller in less than an hours play and earned the sum of $240. Williams did not play in 1996. In 1997, she lost in the qualifying rounds of her first three tournaments before winning her first main-draw match in November at the Ameritech Cup Chicago. Ranked 304, in the world she first upset Mary Pierce and then Monica Seles on route to the semi final, where she lost to world number 5 Lindsay Davenport. She finished 1997 ranked World No. 99.
Serena finished 1998 ranked 20th in the world.
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