Using Priceline's AI agent 'Penny,' Fogel personally planned a complex multi-city family trip — splitting cabins, mixing miles and cash, and sequencing hotel and onward travel — with the AI asking clarifying questions and working through tradeoffs interactively.
Fogel recounts personally using Priceline's Penny AI agent to plan a complicated family trip involving mixed cabins, frequent-flyer miles versus cash, and multi-city logistics, calling the experience 'wonderful.' ✦ AI generated
Glenn Fogel · No Priors · 2026-07-09 · original ↗
starts at this moment · 16:33
“Do you think that's a correct vision of the world and how do you view that interacting with booking and what you all provide as a service?”
I put in a very complex uh need for a travel with the family where it was uh my wife and I, we want to go up in the front of the bus. I want the young adults who are adults but I'm paying so I want them in the back of the bus.
verbatim transcript · starts at 16:33
16:33agent. So, I can't wait until we booking holdings in our companies are offering up these personalized agents that are that know everything about you, everything you want and able to do so much more for you than any human travel agent could ever do because the machine never forgets anything. The machine has an infinite amount of permutation and rapidly look through and choose what is the best lane and it can go down and
17:00then back up. That doesn't work. Why? This doesn't fit that. and can come back with. Now, people always want some agency. So, they make the decision themselves or at least confirm they want it. Most people are for the most part a complicated thing. They don't want to double check, double check the van or whatever, which is different than say a business person says, "I got to go from
17:19New York to Chicago." And you know, your assistant, your human assistant is doing it for you. That's like an agent doing it for you. It knows what flight you need and all that. That's great. But when it's complicated, you want that agency. So we at booking holding all our companies we are doing that right now. In fact if you go to penny uh uh which is price lines a a gent ai uh system and
17:43I just did it the other night. I put in a very complex uh need for a travel with the family where it was uh my wife and I we want to go up in the front of the bus. I want the young adults who are adults but I'm paying so I want them in the back of the bus. Uh they're starting so I got two cabins now. there. One
18:02person has to go back to a different city. We're going to Europe, going to a city. We're not we're not actually doing the trip from that city where we're going to land. How we going to get from where the other should we have the hotel where we land and then travel the next day to the other city or should we go that night? How are we going to do it?
18:17What restaurant? All the things. And I did it on Priceeline Penny and it was incred. Oh, I also added other things. I told it that by the way, I got a lot of frequent flyer miles. So, should I be used by miles or should I use it cash and for which ones? And it was just beautiful how it went back and forth and asked me questions like, "How many miles