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Expedia doesn’t talk much anymore about its first AI chatbot, Roamie, because Roamie has been sidelined. Roamie was supposed to be an end-to-end solution. But CEO Ariane Gorin said the company learned that AI “point agents,” which might help travelers at each stage of trip-planning and booking, turn out to be more efficient. A lot of companies are getting that wrong, she said. Well, that’s what test and learn is all about.

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Capital One’s All-in-One Travel Push

CAPITAL ONE + SKIFT

The "connected trip" may be moving closer to reality. A new travel app aims to unify booking, rewards, and real-time trip management into one seamless, end-to-end journey.

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EDITOR’S PICKS

Expedia To Acquire CarTrawler in Second B2B Deal of 2026

May 20, 2026

Expedia CEO Ariane Gorin, who ran its B2B unit before becoming CEO two years ago, is giving Parades the freedom and resources to expand the business. Expedia now faces the complexity of integrating two new businesses: Tiqets and CarTrawler.

Uber CEO: Is AI Really Improving People’s Lives?

May 19, 2026

There's an AI backlash coming, for sure.

Expedia CEO Ariane Gorin on What Companies Get Wrong About AI Chatbots

May 19, 2026

Roamie became a victim of test-and learn. Expedia found that a chatbot that's an end-to end solution isn't practical for now — but it might be in the future.

Expedia Pushes Meta, Uber, and Clear Partnerships to Own More of the Trip

May 19, 2026

Expedia isn't reinventing the OTA. It's stretching the definition — upstream into inspiration, downstream into day-of-travel — so booking becomes one stop in a longer relationship.

Expedia on Track for $350 Million Acquisition of CarTrawler: Scoop

May 17, 2026

Expedia's outgoing chief financial officer said during its most recent earnings call that investments in its B2B unit could pressure margins near term. First Tiqets, and now CarTrawler, could be the investments he had in mind.

Airbnb and Uber Want to Own More of Your Trip: History Says It Will Be Tough

May 15, 2026

Both Airbnb and Uber have massive audiences. At first glance, expanding their travel offerings looks like an opportunity there for the taking. They will both need to prove it.

Priceline’s New CEO on Reinventing the Value Pitch and Competing in a Crowded OTA Market: Exclusive

May 12, 2026

Can a 29-year-old brand with limited resources remake its advertising and products to effectively reach younger generations? Priceline's new CEO is making bets that it can.

Booking Holdings Is Running Ahead of Its Own Strategy

May 12, 2026

The merchant model is the most important thing happening at Booking Holdings. It is also the thing that lets it avoid proving whether Connected Trip actually works.

Expedia Promotes B2B Chief to Lead Global Supply as Partner Business Takeover Accelerates

May 11, 2026

In her seven years heading Expedia B2B before becoming CEO in 2024, you can imagine Ariane Gorin feeling that the unit had so much unrealized potential. While Booking Holdings might be the much larger business, Gorin is trying to show that Expedia B2B is the secret sauce.

Expedia and CarTrawler May Be Close to a Deal Following a Meeting in Dublin: Scoop

May 11, 2026

Is Expedia reverting to the deal appetite it displayed in 2015 when it acquired Travelocity, Orbitz and Homeaway? After acquiring Tiqets in February, Expedia could be looking to make another B2B move.

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Skift Data + AI Summit

The travel industry is moving from AI experimentation to execution, with real impact across distribution, operations, and customer experience. The Skift Data + AI Summit returns June 3 in New York City, bringing industry leaders together to share the next wave of AI applications and data strategies shaping travel.

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SKIFT PODCAST NETWORK

TikTok is launching travel booking in the U.S., and Sarah Kopit and Seth Borko think it could fundamentally change how travelers discover and buy trips.

The conversation explores why creator trust may outperform traditional travel marketing and why experiences could become the first major category to win in social commerce.

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SKIFT TRAVEL 200

How are public travel tech companies performing around the world? The Skift Travel 200 pulls the data you need to know to understand the market. Paid subscribers get full access here.

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