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Not to mention, several of his investments have included XM Satellite Radio, Nextel and now WTT.
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Luckily there is a fledgling organization, World Team Tennis (WTT), that's at the forefront of bringing the sport completely into the 21st century.
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Founded in 2008 by owner, Mark Ein, the Kastles are the defending WTT champions and first team in 36 seasons to complete a season undefeated.
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In a sport where fans traditionally root for a home county or hometown player, WTT gives sports fans the opportunity to cheer for their hometown team.
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In 1974, she co-founded the World Team Tennis (WTT) Pro League where men and women play professional tennis on the same team and contribute equally to the outcome.
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Ultimately, his decision to invest in WTT was the intersection of his passion for tennis and sports, and his desire to create a hub of fun activities for the Washington DC community.
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"People don't like change, but the fact is that you can get used to anything, " says league commissioner Ilana Kloss, a former pro who has played both on the tour and in the WTT.
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