1999
Won her first WTA career title by beating Amelie Mauresmo 6-2, 3-6, 7-6 in the Open Gaz de France. Followed it up by winning the next week, beating Steffi Graf in the Evert Cup. Her streak was stopped by her older sister Venus when Venus beat her 6-1, 4-6, 6-4 to take the Lipton Championships title. It was the first all-sister women's final in 115 years.

1998
Playing in her first Grand Slam singles event, ousted sixth seed Irina Spirlea in the first round of the Australian Open before losing to her sister, Venus, in the second round.

By defeating 10th-ranked Irina Spirlea in only her 16th career WTA Tour main-draw singles match at Lipton, she defeated five Top 10 players faster than any player in the history of professional women's tennis, breaking the previous record set by Monica Seles in 1989 who recorded her fifth career Top 10 victory in her 33rd main-draw match.

Ranked No. 40, defeated three Top 30 players en route to a quarterfinal finish at 1998 Lipton -- No. 10 Irina Spirlea, No. 17 Patty Schnyder and No. 26 Barbara Paulus. Held two match points on world No. 1 Martina Hingis before losing in a third-set tie-break. Her ranking jumped to a then-career high No. 30.

Ranked No. 96 and playing in her third main draw event on the major tour, made a stunning comeback to defeat world No. 2 Lindsay Davenport at the 1998 Sydney event and advance to the semifinals as a qualifier.

World-ranked No. 53 on January 19, 1998, became the third-highest ranked player after three major-tour main draw events since 1976.

1997