Airbnb

30 statements across 7 episodes · 18 bullish · 5 bearish · 5 people on the record · first statement Dec 6, 2024 by Jordi Hays · said 173 times in 52 episodes since 2024 · across every show →

Mentions by year

brought up most by John Coogan (37), Brian Chesky (26), Jordi Hays (15), Shaun Maguire (6), Garry Tan (5), Flo Crivello (2), Everett Randle (2), Ali Partovi (2)

tap a year for its mentions
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2026 45 mentions in 12 episodes 4 per episode
2025 104 mentions in 27 episodes 4 per episode
2024 24 mentions in 13 episodes 2 per episode

every mention, scene by scene, with the transcript →

Everything said about Airbnb, oldest first

Dec 6, 2024 negative
Disclosure
Hays: Jordy refuses to use Airbnb under any circumstances
“I do not use Airbnb under any circumstances anymore.”
Jordi Hays Dec 6, 2024 ▶ 1:44:49 Inside Facebooks Secret "Red Book" (ep18)
Dec 11, 2024 positive
Assertion Supported
Sequoia Has Generated Over $70 Billion in Cumulative Gains
“Over the years, it's made its limited partners and its own rainmakers who pocket around a quarter of the gains plus a management fee a total of over seventy billion dollars, thanks to early bets. On future tech darlings like Airbnb, Apple, Google, and Nvidia.”
John Coogan Dec 11, 2024 ▶ 20:00 How we became the fastest growing podcast (ep20)
Dec 11, 2024 positive
Assertion Supported
Sequoia Netted Over $20B from Airbnb and DoorDash IPOs
“And he worked on Airbnb and DoorDash, which netted the firm over twenty billion dollars. Isn't that crazy when they went public in December of 2020?”
John Coogan Dec 11, 2024 ▶ 15:19 How we became the fastest growing podcast (ep20)
Oct 22, 2025 neutral
Disclosure
Chesky: Airbnb will not launch a matchmaking or dating service
“We're not going to do like a matchmaking service.”
Brian Chesky Oct 22, 2025 ▶ 5:17 Brian Chesky Live on TBPN
Oct 22, 2025 neutral
Assertion Partly supported
Chesky: Airbnb went from $18B valuation to $100B in six months
“When we're in public, We popped from like, we were marked at eighteen billion dollars. Five months, six months later, we went a hundred billion.”
Brian Chesky Oct 22, 2025 ▶ 8:52 Brian Chesky Live on TBPN
Oct 22, 2025 positive
Assertion Supported
Chesky: Airbnb cumulatively burned zero or very little cash by IPO
“By the time we went public, we had cumulatively burned, I think, zero dollars of cash or very little free cash flow.”
Brian Chesky Oct 22, 2025 ▶ 7:36 Brian Chesky Live on TBPN
Oct 22, 2025 positive
Disclosure
Chesky: Airbnb is actively looking at loyalty programs
“You know, we are absolutely looking at loyalty programs, things like that, that could create incentives.”
Brian Chesky Oct 22, 2025 ▶ 16:13 Brian Chesky Live on TBPN
Oct 22, 2025 neutral
Prediction Not checkable as stated
Chesky: AI will not significantly alter the physical vacation experience
“I don't think AI is going to change how we go on vacation, the physical aspect of it that much. It might change how we book it, how we connect”
Brian Chesky Oct 22, 2025 ▶ 29:47 Brian Chesky Live on TBPN
Oct 22, 2025 neutral
Insight
Chesky: Airbnb avoids large acquisitions due to its single-brand functional structure
“Our philosophy is to be extremely discerning around public M&A. The reason why is we've taken an approach to run Airbnb. That's kind of similar to Apple in this early days where we are one app, one brand, and we're a functional organization and we have one cus…”
Brian Chesky Oct 22, 2025 ▶ 9:48 Brian Chesky Live on TBPN
Oct 22, 2025 positive
Assertion Supported
Chesky: Airbnb generates $4B to $5B in annual free cash flow
“We generate four to five billion of free cash flow every year.”
Brian Chesky Oct 22, 2025 ▶ 10:35 Brian Chesky Live on TBPN
Oct 22, 2025 negative
Opinion
Chesky: Operating late-stage private Airbnb was harder than being public
“I felt like it was harder to be a late stage private company than a public company.”
Brian Chesky Oct 22, 2025 ▶ 6:11 Brian Chesky Live on TBPN
Oct 22, 2025 positive
Assertion Not checkable as stated
Chesky: Two out of three Airbnb guests leave a review
“Two out of three people who book an Airbnb, leave a review. That's not true of most platforms.”
Brian Chesky Oct 22, 2025 ▶ 2:04 Brian Chesky Live on TBPN
Oct 22, 2025 positive
Assertion Supported
Chesky: Airbnb has 200M verified identities, exceeding active US passports
“We have two hundred million verified identities. There's only a hundred million one hundred eighty million passports in circulation, U.S. Passports.”
Brian Chesky Oct 22, 2025 ▶ 3:10 Brian Chesky Live on TBPN
Oct 22, 2025 neutral
Assertion Not checkable as stated
Brian Chesky: All-Time Bench Press Is 315 lbs, Deadlift 595 lbs
“All time best three 15. I was better at deadlift. I deadlifted I think five 95.”
Brian Chesky Oct 22, 2025 ▶ 0:40 Brian Chesky Live on TBPN
Oct 22, 2025 positive
Disclosure
Chesky: Airbnb is rebuilding its apps from scratch over three years
“We're going through this whole electrification, so to speak, period over the next three years of putting the latest models into our apps. And for us to do that, we have to basically rebuild the apps from the ground up.”
Brian Chesky Oct 22, 2025 ▶ 26:27 Brian Chesky Live on TBPN
Oct 22, 2025 negative
Disclosure
Chesky: Initial OpenAI SDK lacked requirements needed for Airbnb integration
“There's a lot of things that precluded us from being able to have a really good integration with the current SDK as it is.”
Brian Chesky Oct 22, 2025 ▶ 21:45 Brian Chesky Live on TBPN
Oct 30, 2025 positive
Assertion Supported
Sequoia invested $600,000 into Airbnb at a $3 million valuation
“Airbnb, obviously, like Sequoia was the first investor or the seed round. Sorry, not first investor. They did YC, but you know, we invested 600,000 dollars, like a three million dollar valuation, and they went through some incredibly hard times.”
Shaun Maguire Oct 30, 2025 ▶ 17:10 Sequoia Capital Partner Shaun Maguire Live on TBPN
May 8, 2026 bullish
Prediction Not checkable as stated
Chesky: Airbnb Core Gross Booking Value Could Eventually Double to $200B
“I think that could probably double one day. I don't know how long that one day is, but for every person who stays in Airbnb, eight or nine stay in a hotel, I think we can get one extra person in an Airbnb eventually. And I think that can get you to two hundred…”
Brian Chesky May 8, 2026 ▶ 30:00 Airbnb CEO on Why AI Will Create a New Era of Consumer Products
May 8, 2026 positive
Assertion Not checkable as stated
Chesky: Barbie Malibu Dreamhouse Delivered Highest Ad ROI
“Just for example, we spent a lot in advertising, but the most popular marketing we've ever done is like when the Barbie movie came out, we took a house in Malibu, we turned the Barbie Malibu dream house, and it was like new, and the whole internet talked about…”
Brian Chesky May 8, 2026 ▶ 32:58 Airbnb CEO on Why AI Will Create a New Era of Consumer Products
May 8, 2026 negative
Opinion
Chesky: AI Eliminates the Need for Pure People Managers
“I think AI is gonna create, like, the equivalent of an AI founder mode, which is now you gotta be even more hands-on, and I don't think in the era of AI there should be any pure people managers, because you're so close To the details, to the data, that everyon…”
Brian Chesky May 8, 2026 ▶ 5:34 Airbnb CEO on Why AI Will Create a New Era of Consumer Products
May 8, 2026 neutral
Assertion Supported
Chesky: 4 to 5 Million People Stay in an Airbnb Nightly
“I mean, we have typically four or five million people staying in an Airbnb every night in more than a hundred countries around the world.”
Brian Chesky May 8, 2026 ▶ 11:17 Airbnb CEO on Why AI Will Create a New Era of Consumer Products
May 8, 2026 bullish
Assertion Supported
Chesky: Airbnb Revenue Growth Accelerated From 10% to 18%
“We've accelerated growth for the first time since the pandemic. We grew 10% last year in revenue and this quarter we announced that revenue was 18%. So from 10 to 18%, which is a pretty big acceleration.”
Brian Chesky May 8, 2026 ▶ 0:15 Airbnb CEO on Why AI Will Create a New Era of Consumer Products
May 8, 2026 positive
What-if
Chesky: If Starting Airbnb Today, I Would Be Vibe Coding
“Said differently, if I were starting Airbnb today, I'd be vibe coding and cloud code.”
Brian Chesky May 8, 2026 ▶ 25:30 Airbnb CEO on Why AI Will Create a New Era of Consumer Products
May 8, 2026 positive
Disclosure
Chesky: Airbnb Is Moving More Aggressively Into Hotel Listings
“I don't think we'll ever be a hotel dominant site, but we are going more aggressive into hotels.”
Brian Chesky May 8, 2026 ▶ 30:20 Airbnb CEO on Why AI Will Create a New Era of Consumer Products
May 8, 2026 positive
Assertion Not checkable as stated
Chesky: AI Resolves 40% of Airbnb Customer Support Inquiries
“It's helped us with customer service, the cost per customer service tickets down 10%, 40% people who contacted me, the AI solves the problem for them”
Brian Chesky May 8, 2026 ▶ 2:26 Airbnb CEO on Why AI Will Create a New Era of Consumer Products
May 8, 2026 positive
Insight
Chesky: Airbnb's Moat Is Offline Operations, Not the Easily Copied App
“I actually think the guest app would be pretty easy to copy, and I think in the age of AI, you can make a better app than ours, and we want to make that app before anyone else does, and we want to be agentic, but I think the key is most of Airbnb is not the ap…”
Brian Chesky May 8, 2026 ▶ 11:43 Airbnb CEO on Why AI Will Create a New Era of Consumer Products
May 8, 2026
Assertion Supported
Chesky: Airbnb Spends Roughly $1 Billion on Advertising
“If they didn't, we wouldn't be spending, like, a billion dollars here on advertising, so I want to admit that advertising does influence us more than we realize.”
Brian Chesky May 8, 2026 ▶ 32:37 Airbnb CEO on Why AI Will Create a New Era of Consumer Products
May 8, 2026 positive
Assertion Not checkable as stated
Chesky: 60% of Airbnb Code Is Now Written by AI
“60% of our code is now written by AI, which is twice our, a benchmark of our competitors and peers, and it's really, really helping us.”
Brian Chesky May 8, 2026 ▶ 2:09 Airbnb CEO on Why AI Will Create a New Era of Consumer Products
Jun 10, 2026 negative
Insight
Prince: Pricing IPOs at maximum valuation benefits VCs over operating executives
“The problem with that is if you look at all the companies that, that have done that, so the Airbnbs and others that they basically, you know, that's great for your private market investors. That's great for the VCs. That's great for any of the founders that ar…”
Matthew Prince Jun 10, 2026 ▶ 27:12 Cloudflare CEO Predicts AI Agents Will Outnumber Humans 1,000-to-1
Jul 3, 2026 positive
Assertion Supported
Gebbia recruited early Airbnb engineers into OPM to digitize retirement
“Early last year, Joe Gabbia, founder of Airbnb and current US chief design officer recruited a handful of his most trusted early Airbnb engineers to embed at the Office of Personnel Management to solve the retirement paper problem.”
John Coogan Jul 3, 2026 ▶ 13:47 Jersey Mikes's IPO, AI Lab Nationalization, SpaceX AIPhone | Diet TBPN
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