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Harkleroad, who turned pro in when she was just years-old, and continued to play professionally until , reached the high point of her career in when she reached a ranking of No. Unfortunately, she never did win a WTA singles event, but she did manage to take home 8 ITF titles, going — overall in her singles career, and reaching the third round of the French Open and the Australian Open. Embed from Getty Images. In , Harkleroad took some time off due to her pregnancy, but after finding little success she eventually retired completely in to do commentary for The Tennis Channel. Also in , Harkleroad became the first professional tennis player to ever post for Playboy magazine appearing on the cover of the August issue.
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