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Women have been successfully playing tennis since the early 1900s. In fact, the very first American to win at Wimbledon was May Sutton in 1905. Since then, women have taken the sport to new heights and it shows no sign of ending anytime soon. With the fame of being a tennis star comes a hefty payout in the form of endorsements, sponsorships, and the contest money. As with anything that carries a competitive element, there are those who perform better than others. That might be a matter of opinion, but these top earning tennis stars have set the bar.