Steffi Graf (1986-87, 1989, 1993) 
                                   
Cup History: 1986, fans caught a glimpse into the future of Steffi’s tennis career when she beat reigning champion Chris Evert to win the singles title. It marked her first pro title in a career that would include a total of 107 singles titles, including 22 Grand Slams. Steffi would win the Cup again in 1987, 1989 and 1993.

Career Overview:  Won 45 consecutive Grand Slam matches starting at the 1995 Roland Garros and ending in a fourth-round loss to Amanda Coetzer at the 1997 Australian Open.
Reached 21 consecutive finals 1986-88 and reached 20 consecutive finals in 1993-94. In winning streaks, owns the second (66) longest streaks in the Open Era. Won gold medal in singles at 1988 Olympic Games in Seoul. By winning 1995 US Open, became the only woman of all time to win each of the four Grand Slam singles titles at least four times. Played in 31 Grand Slam finals. Became the first unseeded player in the Open Era to defeat the top two players in the world in the same tournament when she won 1998 Philadelphia, defeating No. 1 Lindsay Davenport in the final and No. 2 Martina Hingis in the quarterfinals. Top prize money-winner in women's sports ever ending career with $21,895,277.In 1988, became third woman to capture all four Grand Slam events in a calendar year. Won a minimum of seven tournaments a year for 11 straight years 1986-96 and won at least one title a year for 14 years, 1986-1999. Won 900th career match with her fourth-round win at Wimbledon becoming the third woman to pass that milestone in the Open Era. Won 1999 Roland Garros to earn her 22nd Grand Slam singles title.