Intrepid Travel is proving that you can build a mission-driven travel company and still be more profitable than ever.

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Destination marketing is changing fast, and this session makes it obvious why.

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AI is becoming the new front door to travel, and consumer behavior is moving faster than most companies can keep up.

In this Skift Take Sessions episode, Wil Slickers sits down with Skift Head of Research Seth Borko to break down what matters most from Rafat Ali’s Skift Global Forum conversation with Sierra AI CEO Bret Taylor, who also chairs the OpenAI board.

Wil and Seth unpack why distribution is the first battleground, why travel brands need to start building and cleaning up their data now, and why the real upside is not just cost-cutting but loyalty and revenue growth through personalized service at scale.

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OYO is now Prism, and the strategy is bigger than a name change.

In this Skift Take Sessions episode, Wil Slickers sits down with Skift hospitality reporter Sean O’Neill to break down what Prism CEO Ritesh Agarwal is really building after years of pivots: a business that is now essentially split between India and the U.S., anchored by the Motel 6 acquisition and a push to modernize the budget experience with a tech rebuild. 

Wil and Sean unpack why “iconic” matters for Motel 6 despite its baggage, what a real turnaround would require (digital, standards, and property churn), and why Prism is doubling down on economy and extended stay through Studio 6 while much of the industry chases upscale. They also dig into the IPO signal, with Ritesh framing the board’s active evaluation of an India listing and why India’s travel market momentum is part of the timing.

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In this Skift Take Sessions episode, Wil Slickers sits down with Skift hospitality reporter Sean O’Neill for a quick, high-signal setup on what mattered most from IHG CEO Elie Maalouf’s Skift Global Forum appearance.

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Alaska Airlines is in one of the most important transition moments in its modern history, and it is happening under real operational pressure.

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This episode starts with a quick setup conversation between Wil Slickers and Skift’s airlines editor Gordon Smith, teeing up why this JetBlue session hits differently: it opens with a real-time operational disruption and a leadership test you cannot spin your way around.

Then we roll into Gordon’s on-stage conversation from Skift Aviation Forum with JetBlue CEO Joanna Geraghty, covering what happened, what JetBlue learned, and how the airline thinks about making high-stakes calls when customers only remember the day something breaks.

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If AI becomes the front door to travel, who wins and who pays?

Wil Slickers sits down with Dennis Schaal for a sharp, no-fluff breakdown of the biggest takeaways from Skift Global Forum, including the question everyone is asking: Is ChatGPT a paid marketing channel yet, or just the start of a new distribution shift?

Dennis and Wil unpack what matters for the future of travel discovery, how monetization pressure could reshape the funnel, and what it means for platforms like Booking when the interface changes.

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In this Skift Take Sessions episode, Wil Slickers opens with a quick conversation with Skift’s airlines editor Gordon Smith to break down the real story behind Breeze Airways, and why most people misunderstand what the airline actually is.

Then we roll into Gordon’s on-stage session from the Skift Aviation Forum in December 2025 with Breeze founder and CEO David Neeleman. Neeleman walks through Breeze’s thesis of connecting overlooked secondary cities to major leisure hubs, shares his view on how hard it is for new airline challengers to survive today, and delivers a moment that lit up the room with his take on sustainable aviation fuel.

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In this Skift Take Sessions episode, Wil Slickers opens with a quick conversation with Dennis Schaal to break down what mattered most from Skift Global Forum, before we roll the full on-stage session featuring Airbnb CEO Brian Chesky in conversation with Skift CEO Rafat Ali at Skift Global Forum.

Wil and Dennis tee up the two storylines listeners should watch closely: Airbnb’s push into services and experiences, plus the bigger strategic play around hotels, and Chesky’s belief that AI will turn travel search into “matching,” not just a chatbot. Then Chesky explains how Airbnb is thinking about the next interface for trip planning and what that shift means for marketplaces trying to own the customer journey.

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