Question

What challenges did Uber face during its transition from a startup to one of the world's largest companies?

Uber faced several challenges during its transition from a startup to a global company. One of the main challenges was the company's aggressive growth strategy, which often involved breaking rules and disregarding bureaucracy. This approach led to numerous legal and regulatory issues in various markets. Another challenge was the company's internal culture, which was often described as toxic and led to several high-profile scandals. The company also faced significant competition in various markets, which put pressure on its pricing and profitability. Finally, the transition also involved a change in leadership, with the controversial founder Travis Kalanick being replaced by Dara Khosrowshahi, which led to its own set of challenges.

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The board wanted a strong CEO candidate who could keep Kalanick out of Uber. On August 25, three CEO candidates, Jeff Immelt, Meg Whitman and Dara Khosrowshahi, the CEO of travel and logistics company expedia.com, presented in front of the board. When Dara spoke, it was immediately apparent to the board that he understood the intricacies and economics of the ride-hailing market. He made it clear that "there cannot be two CEOs." Benchmark and others pitched for Whitman while Kalanick and team rooted for Khosrowshahi, which lead to deadlocked votes. After multiple rounds, the board chose Dara Khosrowshahi as Uber's new CEO.

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