Adored by her multitudes of fans, which pop music icon blew an endorsement deal with Pepsi potentially worth $100 million+ by repeatedly being snapped in public... drinking coke?

It was a perfect storm. At the time the soft drink giant signed Spears on in 2001 in one of the biggest celebrity endorsement deals in history, she was the undisputed "Princess of Pop." They thought they'd found the perfect spokesperson: just enough sex appeal but a squeaky clean, Disneyfied image. In addition to the coke incidents, photos of her smoking started popping up. Despite claiming a vow of chastity until marriage, Then Britney suggested publicly that she had broken her sworn vow of pre-marital chastity with boyfriend Justin Timberlake. On top of all that, her first movie, Crossroads, bombed and her restaurant venture tanked. Then JT dumped her. After paying the singer $8 million for a handful of commercials, Pepsi dropped Britney in 2002. Enter Beyoncé.

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