The Business Strategy of the Biggest Player in Travel Tech with Rob Ransom, SVP at Booking Holdings

The Business Strategy of the Biggest Player in Travel Tech with Rob Ransom, SVP at Booking Holdings

Most people know booking.com. Almost nobody knows about the $100B+ travel empire behind it. Today, we're talking to Rob Ransom, Senior Vice President at Booking Holdings, about the business strategy behind booking.com, KAYAK, OpenTable, and more. We discuss how AI is transforming travel booking like mobile did a decade ago, why the best strategies prioritize simplicity over complexity, and how booking.com's legendary A/B testing culture removes politics from product decisions. All of this right here, right now, on the Modern CTO Podcast! To learn more about Booking Holdings, check out their website here.

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How To Understand & Optimize Agentic AI Workforces with Promise Theory with Tony Davis & Dr. Mark Burgess

How To Understand & Optimize Agentic AI Workforces with Promise Theory with Tony Davis & Dr. Mark Burgess

This theory explains how AI agents can make promises and build trust… with other agents. Today, we're talking to Doctor Mark Burgess, the originator of Promise Theory, and Tony Davis, Senior Director...

23 Feb 40min

The Top Scaling Lessons from Zapier's AI Transformation with Wade Foster, Co-Founder & CEO of Zapier

The Top Scaling Lessons from Zapier's AI Transformation with Wade Foster, Co-Founder & CEO of Zapier

Why did he set off the code-red alarm at his company? Today, we're talking to Wade Foster, co-founder and CEO of Zapier and host of the Agents of Scale podcast. We discuss how Zapier scaled to $5 bil...

19 Feb 52min

How Jensen Huang Built the World's Most Valuable Company with Stephen Witt, Author of "The Thinking Machine"

How Jensen Huang Built the World's Most Valuable Company with Stephen Witt, Author of "The Thinking Machine"

The man behind NVIDIA is unlike any other leader today. Today, we're talking to Stephen Witt, author of The Thinking Machine. We discuss how he lied his way into six interviews with Jensen Huang, why...

16 Feb 51min

How AI Will Collapse, Blur, and Rebuild Tech Teams with Kevin Adams, CIO at Edward Jones

How AI Will Collapse, Blur, and Rebuild Tech Teams with Kevin Adams, CIO at Edward Jones

He’s seeing AI unfold at one of the oldest financial firms in the world. Today, we're talking to Kevin Adams, CIO at Edward Jones. We discuss how AI is disrupting traditional organizational structure...

12 Feb 47min

Why You’ll Never Plan Another Vacation with Vipul Hingne, CTO at Booking.com

Why You’ll Never Plan Another Vacation with Vipul Hingne, CTO at Booking.com

How is a travel giant like Booking.com leveraging AI? Today, we're talking to Vipul Hingne, interim CTO at Booking.com. We discuss how AI is transforming the entire travel experience beyond just plan...

9 Feb 38min

How to Build Defense for AI Cyber Attack Waves with Ariful Huq, Co-Founder at Exaforce

How to Build Defense for AI Cyber Attack Waves with Ariful Huq, Co-Founder at Exaforce

AI is flooding the cybersecurity space. So, how do we fight back? Today, we're talking to Ariful Huq, co-founder at Exaforce. We discuss how to build AI defense systems against AI-powered attack wave...

5 Feb 51min

Will AI be the End of SaaS? with Rob Woollen & Marwan Mattar of Sigma

Will AI be the End of SaaS? with Rob Woollen & Marwan Mattar of Sigma

If it’s growing exponentially, what will happen to the SaaS model? Today, we're talking to Rob Woollen, Co-founder at Sigma Computing, and Marwan Mattar, VP of AI at Sigma. We discuss whether AI will...

2 Feb 41min

CES and WEF 2026: What’s the Global State of Tech? with Jim Harris

CES and WEF 2026: What’s the Global State of Tech? with Jim Harris

He went to the biggest tech and economic gatherings in the world. Today, we're talking to Jim Harris, AI Strategist and Keynote Speaker. We discuss how companies are achieving 80%+ efficiency gains w...

29 Jan 1h

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