53. Match.com and Sex.com Founder Gary Kremen

Gary Kremen is another early internet legend. Kremen was one of the first people to recognize the opportunity that the Internet presented in terms of classifieds advertising. Seizing this opportunity, Kremen founded Match.com, to this day, still the largest player in the online dating space. But Kremen is also famous for the legendary struggle to control the Sex.com domain name, which Kremen registered, lost control of, regained control of (after a lengthy legal battle) attempted to turn into the adult version of Google and eventually sold on to other investors. This is one of the more colorful and fascinating interviews we’ve ever been able to feature on this show.

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