Which celebrity's brand ambassador partnership was initially criticized as a mismatch but went on to generate over $1 billion in revenue over a 20-year relationship?

Brand ambassadors can make or break a company's image. The right celebrity partnership can catapult a brand to new heights, while an ill-matched collaboration might fall flat. Some of the most successful brand ambassador relationships have lasted decades, becoming almost as iconic as the celebrities themselves. This trivia challenges you to identify one of the most surprising and financially successful brand ambassador partnerships that defied initial skepticism from marketing experts.

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Michael Jordan with Hanes underwear
George Clooney with Nespresso
William Shatner with Priceline
Jennifer Aniston with Smartwater