Which celebrity turned a casual endorsement into a 10-figure business deal by negotiating for equity instead of a flat fee, resulting in what Forbes called 'the greatest celebrity windfall of all time'?

Test your knowledge about influential celebrity-brand collaborations that changed the product landscape! Celebrity endorsements have evolved from simple advertising to deep product partnerships where stars help design, develop, and shape brands. These collaborations often result in billion-dollar ventures and reshape entire market segments. How well do you know which famous faces are behind some of the most successful product partnerships in recent history?

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George Clooney with Casamigos tequila
50 Cent with Vitaminwater
Dr. Dre with Beats Electronics
Rihanna with Fenty Beauty