In 1991, Khosrowshahi joined
Allen & Company, an investment bank, as an analyst. In 1998, he left Allen & Company to work for
Barry Diller, first at Diller's
USA Networks, where he held the positions of Senior Vice President for Strategic Planning and then president, and later as chief financial officer of
IAC, another company controlled by Diller. In June 2013, he received a Pacific Northwest Entrepreneur of the Year award from
Ernst & Young. In 2016, he was one of the highest paid CEOs in the United States. Under Khosrowshahi, Expedia extended its presence to more than 60 countries and acquired
Travelocity,
Orbitz, and
HomeAway. Khosrowshahi was not considering a career move, and initially when approached by a headhunter refused to apply as Uber CEO, but Spotify co-founder
Daniel Ek persuaded him during their meetings in 2017. In August 2017, Khosrowshahi became the CEO of
Uber, succeeding co-founder and billionaire
Travis Kalanick. He was initially viewed as a "dark horse" candidate in case the initial frontrunners,
General Electric's
Jeff Immelt and
Hewlett Packard Enterprise's
Meg Whitman, fell through. However, when Immelt flubbed his presentation, Immelt's initial supporters threw their backing to Khosrowshahi. This included Kalanick, even though Khosrowshahi had made clear that under his watch, Kalanick would have no role in Uber's daily operations; as he put it in one of his slides, "there cannot be two CEOs." After several deadlocked votes,
Benchmark, a
venture capital firm that had helped lead the effort to push out Kalanick, promised to drop a lawsuit against Kalanick if it named Whitman as CEO. Several of the directors read the announcement as
blackmail. One of Whitman's supporters switched his vote to Khosrowshahi, breaking the deadlock and making him Uber's second full-time CEO. Disrupt conference in 2018 He forfeited his un-vested stock options of Expedia, then worth $184 million, but Uber reportedly paid him over $200 million to take the CEO position. He is on Uber's board of directors. Khosrowshahi's main task was to clean up the image of a company that had become one of the most despised in the country, in part due to revelations about Uber's corporate culture. He replaced Kalanick's once-inviolable 14 values, which contained such items as "super pumped" and "always be hustlin'," with eight values focusing on "customer obsession". At all of his public appearances after taking over, Khosrowshahi stressed the message, "We do the right thing. Period." In 2022, Khosrowshahi’s total compensation from Uber rose 22% to $24.3 million. In 2023, Khosrowshahi's total compensation from Uber was $24.2 million, representing a CEO-to-median worker
pay ratio of 292-to-1. Khosrowshahi's total compensation for 2024 was $39.4 million, an increase of 63 percent from the previous year. Khosrowshahi's net worth is estimated to be at least $238 million as of February 2025. ==Political activity==