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Brian Chesky
Co-Founder, Chief Executive Officer, Head of Community & Chairman of the Board, Airbnb Inc

$95B Airbnb CEO: Do THIS to Become a TOP Performer in the AI Era

📅 Oct 01, 2026 Silicon Valley Girl 34 MIN 3442 VIEWS 81 SEGMENTS · 2 SPEAKERS
📌 Try HubSpot's free AI CRM that updates itself for you: https://clickhubspot.com/1434b5 Brian Chesky built Airbnb into an S&P 500 company, and he says starting a business today is easier than it was 20 years ago. In this episode we go step by step: how Airbnb is becoming AI-native, why chat is the wrong interface for most work, how Brian generates 30,000 ideas a year and picks the ones worth doing, why the phone is the enemy of focus, and the one habit that separates real builders from everyone else. Timestamps: 00:00 We finally did this podcast 7 years later 01:23 What AI-native Airbnb act...

What Brian Chesky said

Written from the verified transcript and checked against it. Every figure links to the moment it was said.

Brian Chesky discussed Airbnb's transformation into an AI-native company, emphasizing that AI is an amplifier that widens the performance gap between high and low performers. He detailed new guest features like AI search, AI-generated listing highlights, comparison tools, and neighborhood maps rolling out to a thousand cities. On the host side, the app will act as an agent, not a chatbot, helping with pricing and coaching. He announced shipping 80% more features than a year ago, enabled by AI, and expanding services like baby gear, laundry, ski equipment, and groceries through partnerships like Instacart. Chesky encouraged small businesses to apply to become services hosts, citing examples like masseuses and photographers. He advised focusing on sheer output of ideas, using AI to manage them, and limiting social media to 20-30 minutes daily. He predicted many more companies bigger than Airbnb and Anthropic will emerge, and suggested entrepreneurs explore non-messaging interfaces for AI.

Key takeaways

  1. Airbnb is shipping 80% more features than a year ago, mostly due to AI.
  2. AI search and neighborhood maps are launching in Paris, rolling out to 1,000 cities.
  3. Airbnb is expanding services like baby gear, laundry, ski equipment, and groceries via Instacart.
  4. Chesky advises limiting social media to 20-30 minutes daily to improve focus and output.
  5. He predicts many companies will be bigger than Airbnb and Anthropic in the AI era.

Numbers and commitments

FigureWhat it refers toTypeAt
80% increase in features shipped compared to a year ago metric 8:46
1,000 cities where neighborhood maps will roll out timeline 20:13
100,000 ideas Chesky estimates he has per year metric 20:13
30,000 ideas per year from his notebook metric 21:54
20-30 minutes daily time recommended for social media guidance 27:17
19 years time since Chesky came to Silicon Valley other 6:02

Chapters

  1. 0:00AI-native guest features
  2. 4:38Host-side AI agent
  3. 6:02Social graph and travel community
  4. 8:46Expanding services and small business opportunities
  5. 12:58Testing and criteria for launching services
  6. 16:54AI productivity and shipping more features
  7. 20:13Idea generation and repetition
  8. 25:25Avoiding social media distraction
  9. 29:15Future of AI and entrepreneurship

Questions asked in this interview

8
  1. 0:37How do they know that idea is viable to launch?
  2. 1:17So what does it mean for both sides of the table?
  3. 8:24Is it 700 plus features that you're launching?
  4. 10:16What do you see the biggest opportunity for small businesses who are trying to build to plug into your system?
  5. 12:00Can you talk to me about all the tests and what's the decision-making criteria?
  6. 21:48Out of all the ideas, how do you know which ones not to work on?
  7. 29:15If you were not building Airbnb today in the AI era, what would you be building?
  8. 33:16Brian, can you tell me in 10 seconds the process that they all have to try in order to realize the power of AI?
Brian Chesky 0:00 ↗
I think there's a lot of fear about AI outside of Silicon Valley. I understand why, because it's changing their job. It's displacing them. And some of that may be true, but I am saying that everyone has the power now.
Silicon Valley Girl 0:12 ↗
This is Brian Chesky, co-founder and CEO of Airbnb, a Fortune 500 company valued at $95 billion. He believes AI is widening the gap between people who have access to the same tools. So I wanted to understand what actually gives people an edge in an AI-powered world.
Brian Chesky 0:30 ↗
AI is like an amplifier. It makes the good people better, and the people that weren't as good, it's less of a multiplier for them.
Silicon Valley Girl 0:37 ↗
I'm just trying to translate this for people who are thinking about different business ideas. How do they know that idea is viable to launch?
Brian Chesky 0:44 ↗
This is what I would do.
Silicon Valley Girl 0:47 ↗
This video is sponsored by HubSpot.
Hi Brian.
Brian Chesky 0:51 ↗
Hey, how you doing? Good to see you.
Silicon Valley Girl 0:52 ↗
Welcome to Silicon Valley Girl. It's been 7 years since we first met. And I wanted to show you this. I don't know if you remember, but that crazy girl at the airport who saw Brian Chesky and then ran to you.
Brian Chesky 1:05 ↗
Oh, yes.
Silicon Valley Girl 1:06 ↗
And you were boarding a commercial flight.
Brian Chesky 1:09 ↗
Of course. What airport was that?
Silicon Valley Girl 1:11 ↗
It's LAX. Thank you for being so nice and friendly.
Brian Chesky 1:14 ↗
Of course. Look at how well you're doing. And I'm so honored to be on your program.
Silicon Valley Girl 1:17 ↗
Thank you. And I invited you to a podcast back then. So, seven years later, we're doing it. We're doing it. Here we are. So I came to San Francisco building a travel company and then we were going through really hard times during COVID and seeing you navigate at those times really gave me inspiration and strength. And now we're in this new era of transformation, which is AI. So today I wanted to focus on how you're transforming the company for the AI era and I wanted to make it as applicable as possible for people who are maybe thinking of starting a business in the AI era or maybe having hard times as a professional because so much is changing. So talk to me about Airbnb becoming AI-native. What does it mean for guests? And also, I'm a host. I have a place in Hawaii that we're renting out through Airbnb. So what does it mean for both sides of the table?
Brian Chesky 2:05 ↗
I think it really just means modernizing every touch point of the app to be more intelligent, easier to use. And so I'll give you some examples. Let's say you were a guest. Before AI, you do a normal search. You type in a location and you get a bunch of results. Now with AI, starting today, you can hit a toggle and you can do AI search. It's very natural, very much natural language, like typing into a chatbot. And then it is a very intelligent search. So you can say, I want to go to Paris this weekend with this number of people. I want this kind of view and I want this kind of architecture. And it will not only serve up all the results, but it will also pre-filter everything for you because Airbnb is very much about filters and controls. You see, the chatbots aren't really great for shopping. Chatbots aren't really good for travel. And the reason why is they're text-based. They're very hard to compare. You want things to be very inspiration-based and browse-based. You want it to be fun and entertainment-oriented. It's multiplayer. So the average Airbnb people, it's three people traveling. So they have to be able to like share. You have to be able to message a host. You have to be able to have filters and you got to be able to see like if I turn this filter off, I get this home, but if I add this filter back, I get that home. So we had to find this interface that wasn't a chatbot, but that felt chat-like that you can start to have a conversation with, but you didn't take away the functionality people loved.
Then when you get to an Airbnb, we have these AI-generated highlights. So AI basically will summarize the listing for you. And these are really nice personalized snippets. They're personalized to you. So we can make the listing literally written for you, saying this is why you will like this listing. Then when you get to the bottom of the page, if you have a question, you don't even have to ask the host now. You can literally ask the page and the listing could answer things for you. You can still message the host, but now you can message. Then if you have a bunch of listings, you want to compare them. We've got an AI comparison feature tool which makes it really smart and easy. And one of the challenges people don't realize and one of the problems with chatbot is Airbnb is very much a comparison shopping problem. Okay, I like these 10 homes. This one's got a pool. This one's got a barbecue. This one's got really high ratings. This one's new. This one's a little more expensive. This one's in a really good location. How do I make decisions and how do I compare side by side and how do I call down? Then we have brand new maps where I can, starting in Paris, I can tap and see information about each neighborhood. Eventually, this is going to roll out to a thousand different cities around the world. And these are just some of the features we have in the guest side.
On the host side, we're going to make the app feel more and more like an agent that can be your coach, understand your goals, it can help you price your listing. So, I think the basic idea is that Airbnb is getting smarter. Airbnb's whole app is going to feel more like an agent. But when I say agent, I don't mean a chatbot. People when they hear agents and chatbots, they think they're the same thing. They're not. Agent is an evolution of an application. It's an application that is more intelligent and understands you and knows you and it leverages the power of AI. A chatbot is a user interface. And I think because most agents are chatbots, we conflate the two.
Silicon Valley Girl 5:19 ↗
Yeah.
Brian Chesky 5:20 ↗
But they're not the same thing. And I think that a chatbot is not the right interface for travel. It's not the right interface for shopping, but agents are great. And I think the great thing about agents is they're interoperable. So one agent can talk to another agent.
Silicon Valley Girl 5:35 ↗
And so I think agents are definitely the future of Silicon Valley and chatbots are not.
Brian Chesky 5:39 ↗
Yeah. And chatbot feels like more like a reactive thing where agent is more proactive, knowing your interests.
Silicon Valley Girl 5:46 ↗
And I really like the comparison feature because you don't know how many hours I spent. She's like two very similar bookings, but this one is quieter, but this one has a bigger bedroom. And you're like, having them side by side, I think makes a huge difference. And you're also adding a social graph, something that I absolutely love.
Brian Chesky 6:02 ↗
You know, it's so funny. I came to Silicon Valley 19 years ago. And when I came to Silicon Valley, there was this thing called a social network, and it was Facebook, and everyone was on Facebook, and it was mostly just your friends, and you could keep in touch with your friends, and they shared what they did. And now none of my friends are on Facebook. And Instagram is not social networking, it's social media. So it's basically Instagram, X, YouTube, TikTok. They're really not social networks. They're really performance platforms. They're broadcast platforms. And this is not, I'm not saying this is a bad thing, but I'm saying now there's no place in the internet for me to know not only what my friends are doing, but one of the things I used to like was knowing where people were traveling. People in my life, where have they traveled to? Where are they going? And so, here's a use case. Let's say I'm going to Chicago. I'm sure I have a bunch of friends been to Chicago, but I don't know which ones. And now, if I connect people on Airbnb, I can see all of my friends have been to Chicago, and I can see where they stayed. I might want to stay where they've stayed, but more importantly, I can ask them like, "Hey, what's good to do in Chicago?" Because what we found is increasingly people want recommendations for their friends and their family rather than from, you know, celebrities or writers. They increasingly want people who feel like they know them. Like you know me, you'll know what I like. But this is an unsolved problem because you don't know where everyone in your life has traveled.
Another thing about Airbnb is one of the best parts of it is meeting somebody new. It was hard to meet people today. I asked my parents, how did you meet people? They would go to a mall. They go to a theater. They go to physical spaces. Increasingly, people today are not in physical spaces. They're on their phones. And phones are really a way for you to talk to strangers online, but it's a really hard way to meet strangers offline. And so, we want to help solve this problem by making it easier to meet people in the real world and stay in touch with them. And so, if you travel, you stay in a home with somebody, you might meet them. If you go on experience with somebody, you can stay in touch with them. So, I think a lot of what we're trying to do is turn Airbnb from a kind of just a marketplace of homes to a little more of a travel community. And I think the travel graph is really cool. And if you go on Airbnb, you can basically add your friends, your family, and you can see where they're traveling. And this is a really cool use case. Wouldn't you be curious to know where all your friends are traveling this summer?
Silicon Valley Girl 8:20 ↗
I think it's pretty cool.
Brian Chesky 8:21 ↗
Now, you can know and you can decide, well, if they're going, we can go at the same time.
Silicon Valley Girl 8:24 ↗
Yeah. And one of the reasons I started this podcast because I wanted to meet people offline and whenever guests suggest do an online thing, I'm like no, no, no, that's not the reason I wanted to do that in the first place. So I can totally relate and I think you're also opening up opportunities for new businesses, right? Because you're now doing groceries, baby gear, restaurant deliveries. Is it 700 plus features that you're launching?
Brian Chesky 8:46 ↗
I think so. Yeah, we're launching, I think the stat is that we're like shipping 80% more features than a year ago. Most of it's because of AI. Obviously, AI is like this incredible superpower. You know, 10 years ago, even a few years ago, everything had to be coded by hand. Everything was so much harder to do. Now that you can ship things so much more quickly, we can ship features more quickly. It used to take us a year to ship like a new service, now we can do it in weeks. And so now, like for example, with services, one of the things we hear from guests a lot is, I love to stay in homes, but they don't have all the services of a hotel. And we thought, well, what if we could have not only all the service hotel, but even more services? So, we can have baby gear if you have kids. You know, sometimes hotels have cribs, but maybe they have two cribs or three cribs. And if they're out, you've got this is what we I don't have kids, but I hear from my friends who have kids, maybe you want laundry done. A hotel is laundry. Well, now Airbnb, you can get laundry. So, we just wanted to go down the list. Ski rental equipment. I'm going to go skiing. I don't want to I don't have my own ski equipment. So going to rent ski gear can be very, very, you know, it can be onerous, right? And you just get to a city, you're tired, you don't want to figure out how to get ski gear. We can have all the sizes waiting for you, all the equipment for you. So we're really trying to make everything as plug-and-play as possible so you're not just getting a home, you're kind of getting a full-service experience. So eventually I see adding dozens, even hundreds of services that can be plugged into the home so that when you book a home you can get everything you need for your trip.
Silicon Valley Girl 10:16 ↗
What do you see the biggest opportunity for small businesses who are trying to build to plug into your system?
Brian Chesky 10:21 ↗
Let's pretend I'm a masseuse. I'm a masseuse in Tulum, Mexico. I'm just making a random place up right now. How do I get business? I only get business from locals who know about me. But how would I, if a traveler, would I get business? I probably wouldn't be able to get business. Maybe I have to go work at a resort and they have to give me business. Now I can have my own business. I can broadcast on Airbnb and all the travelers coming to Tulum, if anyone wants a massage, they can go on Airbnb and they can book the massage with me. So, kind of like the original Airbnb where I had a home but no one knew about my home and we gave them a distribution platform and they could basically get an audience. Kind of like the way social media gives everyone an audience, we can give all these small business audiences and we give them a global audience of travelers. And so, this is really, really difficult for somebody. I'm a photographer in Paris and I take photos of families in front of the Eiffel Tower. A lot of people want to get their photos. How do you get your photo in front of the Eiffel Tower? If you're a parent, one of you is not in the photo.
Silicon Valley Girl 11:22 ↗
Or you give the camera to someone else and they're like being bothered.
Brian Chesky 11:26 ↗
And it's just like an iPhone photo. Now you can have like amazing professional photos in 30 minutes. It's not too expensive and you will remember those photos forever. This photographer would never have known how to broadcast to all these guests from around the world. We really feel like there's a whole economy of service providers, whether there's masseuses, chefs, photographers, companies that deal with equipment or baby gear or laundry or cleaning service, car rental, welcome pickups, picking up the airport, anything you imagine. In other words, now you can Airbnb more than just a home. You can Airbnb anything.
Silicon Valley Girl 12:00 ↗
If you're thinking about starting a business, start with something you already know how to do. Well, maybe it's photography, catering, or a service people keep asking you for. Then you think about your first five customers. How will you remember what each person needs and what you promised? Our sponsor, HubSpot, helps just with that. Its new smart CRM is a CRM that updates itself, keeping customer details and conversations in one place. For example, you finish a call about a catering job. AI notetaker captures the details, helps draft your follow-up, and suggests next steps and updates to the customer's record for you to approve so you can spend more time delivering an experience people want to recommend. If you're ready to build something of your own, explore HubSpot Smart CRM through the link in the description. And thanks to HubSpot for sponsoring this episode. Now, back to Brian. And you were testing all of these, I imagine, before launching. Can you talk to me about all the tests and what's the decision-making criteria?
Brian Chesky 12:58 ↗
For everything we launch, we're probably testing like many, many more things. And we have dozens of services underway. So like ski equipment. I'm not a giant skier, but I ski a little bit. I don't ski enough to have my own skis. I don't ski enough to have my own boots, my own helmet. So everywhere I go, I have to rent equipment. And it's always like I don't even know where to go. Do I go to the mountain to rent equipment? Do I have to wait in line? I have to wait for someone to size me. It's so much more convenient if I were to get to the Airbnb. They know my boot size, they know my ski size, and they just have everything for me. So, that is something that we're testing. I think the test is in Italy, but we're going to hopefully bring this to ski mountains all over the world. And there these ski rental companies, and they would love to be able to bring the equipment to you rather than you have to wait in line at the store, which is potentially really inconvenient. Surfing equipment. You know, a professional surfer probably will travel with their own surfboard, but it's pretty hard to bring a surfboard on an airplane, and a lot of people aren't going to travel the surfboard, and so they're going to have to rent this equipment. What if in the house waiting for you was this equipment or you knew exactly where to go to get the equipment? So, these are kind of the ideas. So, we're trying to test, you know, we usually do a test in one market, one city. If it works, then we bring it to other markets. And everything we announced today, we've been testing. So, we have a lot of other services coming. There's literally hundreds. By the way, the thing that's exciting is the long tail. It's like there's so many different services and no one service maybe is big enough to be a giant business that you've heard of that has an app. So, that's the challenge. Like ride sharing, there's an app. Uber food delivery, there's an app. Uber Eats, DoorDash. But most other services aren't big enough to have a global brand where you know where to go. And even if they do have an app, they're not integrated with Airbnb. And so it's pretty difficult. Like Instacart, they got an app, but now you can get groceries at your Airbnb. And you have an option where you can order the Instacart groceries through the Airbnb app. It already knows your address. It already knows how many guests and the food can be sent to the house and the host can open the door and have the food put in the fridge so it's stocked for you. Amazing. It's just much more convenient.
Silicon Valley Girl 15:08 ↗
So, what is the criteria for launching? I wonder if you have like internal metrics. Is it like, I don't know, 10% of guests are using the service? I'm just trying to translate this for people who are thinking about different business ideas when they don't have access to data like yours. How do they know that idea is viable to launch?
Brian Chesky 15:24 ↗
It's a great question. I mean, we started with the most popular services, the most common ones, Chef, masseuse, photography, car rental, airport pickup, luggage storage. But increasingly the power of Airbnb is the idea that we want you to be able to provide anything you can imagine. So my hope is anything you offer if it could be useful just to a couple people visiting your city then we would love to hear from you and I think just contact Airbnb. I think you can there's a contact button on the bottom of our page and we try to intake as many ideas as possible. So we have like a services platform. If you go to list, you know, you can go to become a host. There's a button you can basically apply to become a services host. We might tell you that this is coming soon, but we take every single lead. So, let's say you do like floral arrangements. This is a use case. People are on vacation. They're maybe on a romantic trip. They want to get flowers in the listing. Maybe they want flowers in the listing. They want to get flowers for the romantic significant other. That's a service we're launching. And people can apply. We don't have it in every city, but if you have this idea, if you have an idea like that, just apply. And if we aren't ready to launch it now, we will eventually. And so, it's just a matter of getting to them. But we want every idea. I wouldn't want to tell people what ideas to apply with because some of the best ideas are ones I don't even think of. But if you have something you think is valuable to somebody else, you just need an audience. And hopefully we can give you that audience.

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APA

Chesky, B. (2026, October 1). $95B Airbnb CEO: Do THIS to Become a TOP Performer in the AI Era [Interview transcript]. Silicon Valley Girl. CEOInterviews.AI. https://ceointerviews.ai/interview/2965036/

MLA

Brian Chesky. "$95B Airbnb CEO: Do THIS to Become a TOP Performer in the AI Era." Silicon Valley Girl, 1 Oct. 2026. Transcript, CEOInterviews.AI, https://ceointerviews.ai/interview/2965036/.

BibTeX
@misc{chesky2026_2965036,
  author       = {Brian Chesky},
  title        = {$95B Airbnb CEO: Do THIS to Become a TOP Performer in the AI Era},
  howpublished = {Interview transcript, Silicon Valley Girl. CEOInterviews.AI},
  year         = {2026},
  month        = {oct},
  url          = {https://ceointerviews.ai/interview/2965036/},
  note         = {Speaker-attributed transcript with timestamps}
}