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Founded as a division of Microsoft in October 1996, Expedia was spun off into a public company in 1999. IAC, known at the time as USA Networks Inc, acquired a controlling interest in the company in 2001 and acquired the remainder of the company in 2003. In August 2005, IAC spun off the company. In December 2011, Expedia, Inc. spun off TripAdvisor.
The company's headquarters moved from Bellevue, Washington to Seattle in 2019.
In February 2020, Expedia announced it was cutting 3,000 jobs, roughly 12% of the workforce, citing a "disappointing 2019". Diller, in his role as acting CEO, stated the company had become "sclerotic and bloated" and that employees were "all life and no work". The company announced another reduction in workforce in February 2024, aiming to reduce 1,500 employees, 208 of which are from the Seattle office.
In 2023, Expedia Group launched One Key, a unified loyalty program for Expedia, Hotels.com, and Vrbo. This allowed users to earn and use rewards across the three brands.
In 2024, Expedia Group launched Travel Shops, a platform that enables influencers and content creators to earn commissions by promoting hotels and travel accommodations.
Expedia Group's AI-powered travel tool launched in 2024 and allows Expedia customers to plan and manage trips.