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In 1996, 20-year-old Tiger Woods signed a five-year, $40 million endorsement deal with Nike, one of the largest in sports history, launching a 27-year partnership that earned him over $500 million. Fresh off three straight U.S. Amateur titles, Woods exuded confidence, epitomized by anecdotes of him casually kicking his feet up during early Nike meetings. The deal, paired with Nike’s “Hello, World” campaign, debuted as Woods turned pro, with Phil Knight likening his potential to a visionary artis
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