Which famous celebrity famously turned down a $5 million endorsement deal with Diet Coke in 1989, only to see rival Pepsi sign them for a record-breaking $50 million contract shortly after?

Throughout pop culture history, celebrity endorsements have helped brands reach new heights of recognition and sales. From Michael Jordan's legendary Nike partnership to George Clooney's sophisticated Nespresso ads, these collaborations have become iconic parts of advertising history. But how well do you know the deals that almost happened but ultimately fell through? Test your knowledge about a famous near-miss in celebrity endorsement history!

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Madonna
Michael Jackson
Prince
Whitney Houston