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What we’re Learning at skift DATA + AI SUMMIT 2026
400+ travel leaders gathered in New York City at the City Winery on Pier 57 on June 3 to learn about the next wave of AI applications and data strategies reshaping travel. Read more about the tensions we’re exploring today.
Event attendees and Skift Pro subscribers get access to Skift Takeaways, our summaries of every session, as well as a video library of every conversation.
Which of These Five Tensions Is Your Organization Actually Stuck On?
Seth Borko, Head of Research, Skift
FULL WATCH COMING SOON
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Seth Borko presents Skift’s latest research on the five tensions defining AI execution in travel — and asks the room to weigh in live.
Editorial Coverage
Skift Data + AI Summit Pre-Read: Five Tensions in the Room Today
The Stack You Have Won’t Scale What You’re Building
Michael Leidinger, SVP and CIO, Hilton
Firas Al Osman, Chief Digital Officer, Air Canada
Moderated by Sean O’Neill
FULL WATCH COMING SOON
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Hilton’s SVP & CIO and Air Canada’s Chief Digital Officer share what it actually takes to rebuild a company’s tech infrastructure for AI at scale — the decisions made, and the ones they’d revisit.
Ask Me Anything: How Are Leaders Using AI to Solve Real-World Problems?
Colin Coleman, SVP Enterprise Data, Analytics, and AI, Marriott International
Joff Romoff, Global Head – Travel & Hospitality, Google Cloud
Moderated by Seth Borko
FULL WATCH COMING SOON
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Marriott and Google Cloud go beyond strategy to show what production-grade AI infrastructure actually looks like — with live audience polling throughout.
Debate: Should AI Agents Control the Customer Journey?
Adam Harris, Co-Founder and CEO, Cloudbeds
Seth Borko, Head of Research, Skift
Moderated by Sarah Kopit
FULL WATCH COMING SOON
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A structured debate on where to draw the line between AI autonomy and human oversight — with audience votes at the start and close to see if the room changes its mind.
What Startups Are Solving That Others Won’t
Andrew Gasparovic, Founder and CEO, Flight Science
Josh Ellis, Co-Founder & CEO, Abra
Tom Romary, Founder and CEO, BizTrip AI
Moderated by Sean O’Neill
FULL WATCH COMING SOON
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Three founders building in the gaps incumbents won’t touch, presenting live products and facing real questions from investors and the audience.
What to Scale, What to Stop, and Who Decides?
Shilpa Ranganathan, Chief Product Officer, Expedia Group
Moderated by Sarah Kopit
FULL WATCH COMING SOON
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Expedia’s Chief Product Officer shares the framework her team uses to decide which AI bets get funded, which get killed, and who in the organization makes that call.
Editorial Coverage
Expedia Tech Exec on Build Versus Buy: Keep Customer Data Close
The Scaling Decision Nobody Warned You About
Wei Manfredi, SVP of AI and Architecture, IHG Hotels & Resorts
Arun Nagarajan, Chief Product & Technology Officer, Evolve
Moderated by Adriana Lee
FULL WATCH COMING SOON
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IHG and Evolve share the specific failures and instrumentation gaps that only revealed themselves after AI moved from pilot to operating function.