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Expedia Group runs several travel booking brands such as Expedia, Hotels.com, and Vrbo, allowing travelers to search and book flights, hotels, car rentals, vacation packages, and activities. It earns revenue mainly through commissions on bookings and by selling advertising space to travel providers. The company uses a shared technology platform and data tools to connect travelers with options and help partners optimize pricing and operations. Its goal is to simplify planning and booking trips for travelers while helping travel providers grow their business through its platforms and data insights.
Industries
Data & Analytics
Consumer Software
Enterprise Software
Company Size
N/A
Company Stage
IPO
Headquarters
Bellevue, Washington
Founded
1996
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Total Funding
$3.5B
Above
Industry Average
Funded Over
2 Rounds
Paid Vacation
Parental Leave
Hybrid Work Options
Professional Development Budget
Craig A. Jacobson, director at Expedia Group, sold 3,133 shares of common stock for approximately $1 million on 13 August 2026, according to a SEC Form 4 filing. The shares were sold at a weighted average price of $328.52 per share across multiple transactions. Following the sale, Jacobson retains 29,832 shares of common stock held directly, representing 0.02% of the company's outstanding equity. The remaining position is valued at approximately $9.7 million. Expedia Group operates a comprehensive online travel platform offering hotel accommodations, flight bookings, and vacation packages through brands including Expedia, Hotels.com, and Trivago. The company has a market capitalisation of $40.3 billion and generated $15.7 billion in revenue over the trailing 12 months.
Robert J. Dzielak, Chief Legal Officer at Expedia Group, sold 4,334 shares worth $1.4 million on 15 and 17 August 2026, according to an SEC filing. Of these, 2,334 shares were withheld for tax obligations related to vesting restricted stock units, whilst 2,000 shares were sold on the open market following option exercises. Following the transaction, Dzielak retains direct ownership of 105,335 shares valued at $33.55 million, along with 15,525 derivative securities. The sale comes after Expedia Group's shares delivered a 54% total return over the preceding 12 months. Expedia Group operates an online travel platform offering hotel accommodations, flights, vacation packages, and car rentals through brands including Expedia, Hotels.com, and Trivago. The company reported trailing 12-month net income of $2 billion and maintains a market capitalisation of $36.5 billion.
Expedia cuts eight executives as it reorganizes around AI. Yesterday at 2:00 PM PDT Skift take. Expedia Group is shedding several senior leaders and shifting others around to reshape leadership and work structure. The goal: To help product and technology efforts move faster. Expedia Group has cut eight senior leaders, shifting authority from coordinating executives to focus on smaller AI-focused squads capable of building closer to the brands they support. According to a memo obtained by GeekWire, Sachin Singh, senior vice president of book-to-trip technology, and seven other vice presidents covering payments, fraud and risk, and self-service tools are leaving the company. Their responsibilities will be divided among remaining tech executives, the chief information security officer, and finance. The group at the center of the reorg is sizable: Expedia said in its most recent annual report that roughly half of its 16,000 employees work in technology roles, putting the product and tech group at about 8,000 people. In earlier conversations with Skift, the company estimated that 5,000 are engineers. "AI has radically changed what's possible," Chief Product Officer Shilpa Ranganathan and Chief Technology Officer Ramana Th
Inside Expedia's Silicon Valley Bid for AI Talent. Expedia is taking its AI recruitment fight to the heart of Silicon Valley, with a new San Jose hub for AI and engineering just a 10-minute drive from the Googleplex. But can it court tech and AI talent away from Big Tech? Here's the pitch.http://dlvr.it/TV1RWr The post Inside Expedia's Silicon Valley Bid for AI Talent first appeared on Vacation Travel Listings. http://dlvr.it/TV1RcV August 14, 2026 Home Lifestyle Blog Discover more Music Reference
The death of the travel search box? For more than two decades, the online travel agency has been one of the most powerful forces in hospitality. A traveller wants a hotel, so they go to Booking.com, Expedia or another OTA. They enter a destination, dates and number of guests, scroll through hundreds of options, compare prices and reviews, and eventually make a booking. It is a model that has transformed hotel distribution. But what happens when the traveller stops searching? That may sound like a strange question, but the rise of generative and "agentic" AI could fundamentally change the way people buy travel. Instead of typing "hotels in Cape Town" into a search box, a traveller could simply tell an AI assistant: "Find me a boutique hotel in Cape Town for four nights, close to good restaurants, with a pool and a room under R4,000 a night. I want somewhere quiet but within easy reach of the city." The AI doesn't necessarily need to show the traveller 200 hotels. It can simply recommend three. And increasingly, it may be able to complete the booking as well. This is where the traditional OTA model faces an interesting challenge. The OTA has historically controlled the search, comparison and transaction. But AI could potentially sit one step earlier in the customer journey - becoming the interface through which the traveller discovers what to buy. The major OTAs are certainly not ignoring this threat. Booking Holdings is investing heavily in AI and says it is already generating benefits from the technology, particularly in customer service. At the same time, the company has acknowledged the potential for AI platforms such as ChatGPT and Google's Gemini to disrupt online travel. Expedia is taking a similar approach, developing AI-powered planning and booking tools and integrating travel discovery into other digital platforms. Its own research also reveals an important caveat: travellers may embrace AI for planning, but almost 70% still prefer trusted travel brands when it comes to actually booking. So perhaps the OTA isn't dying. Perhaps it is evolving. The bigger question for hotels is what happens to visibility. For years, hotels have invested in SEO, rankings, reviews, photography and distribution in the hope of appearing in front of the customer. In an AI-driven travel world, the battle may increasingly become: Will the AI recommend me? That is a very different marketing challenge. And it makes accurate information, strong reviews, a credible website and a consistent digital presence more important than ever. The irony is that AI could actually make hospitality more human. If technology takes care of searching, comparing, planning and booking, then the real competitive advantage may increasingly be what happens after the booking. The welcome at reception. The waiter who remembers your name. The chef who cares about the plate. The manager who fixes a problem before the guest has to complain. The moments that cannot be reduced to an algorithm. The travel search box may not disappear tomorrow. But its role is changing. And for hospitality, the lesson is simple: Don't just ask whether guests can find you online. Start asking whether the machines that increasingly help guests make decisions will recommend you. Stephen is a hospitality professional from Johannesburg South Africa. His career started with THF hotels in the UK and subsequently with the Southern Sun Hotel group in Johannesburg. Stephen's first steps into entrepreneurship was Hickmore Recruitment / CareerMap, a leading supplier of Senior and Exec recruitment services. Stephen was a founder of Pple Hospitality (formerly HSC) the largest Hospitality Industry full-service outsourced staffing company in South Africa. In March 2020 Stephen became a director and owner of the Swiss Hotel School South Africa, which is now his full time passion. SHS - Institute of Hospitality Management SHS - Institute of Culinary Arts Stephen writes for a number of publications on food and hospitality industry matters, trends and opinions. He also hosts a Podcast on Spotify "Hospitality Insight with The SilverFox"
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Industries
Data & Analytics
Consumer Software
Enterprise Software
Company Size
N/A
Company Stage
IPO
Headquarters
Bellevue, Washington
Founded
1996
Find jobs on Simplify and start your career today