Brian Chesky

“And so the way YC is structured is that during the course of the three month program, every Tuesday night we have a dinner where we have a guest speaker and people like Mark Zuckerberg or Brian Chesky Really inspirational founders who have done really cool thi…”

“Brian Chesky at Airbnb at the time is called Airbed and Breakfast pitched me And I passed, and I had an opportunity to invest 250,000 dollars that would now be worth close to a billion.”

“Now, they're spectacular. They're literally, like, they are in the set, you know, along with, you know, the entrepreneurs that, you know, I've invested in, you know, the Brian Cheskis and the Chris Hermsons, the entrepreneurs that I learned from, they are magn…”

“I didn't invest in Airbnb the first time I met Brian. Brian was hustling because Airbnb was, this was pretty early on. I was at lunch with somebody else. I was having lunch with a Wall Street Journal reporter, Rob Guth, and Brian was at the table next to us. A…”

“He hired a full-time storyboard artist from Pixar that worked at Airbnb for over a year that helped develop these storyboards, these key frames along the journey of a host and a guest.”

“I still have an email from 2008 from Brian Chesky. I didn't. We really like you. You sure you don't want to invest at like 2.5 million dollar cap, right? Like I just overthought the risk.”

“And if you ask Brian or Joe, would you start a company from scratch today as a new founder? I can guarantee what that answer is. It's not going to be doing remotely.”

“Brian Chesky you know, CEO of Airbnb, just how the level of attention to detail when it comes to the Airbnb product I mean, I, you know, you remember, remember design reviews where to his credit, he would be able to detect that, you know, some of the spacing i…”

“Six months is about where you want someone thinking ahead because not every lever can be tuned in a week. Most can't. Not every lever can be even tuned in a month. So if you think six months ahead though, if you're really consistently six months ahead, most le…”

“I mean, Brian Chesky, maybe as a second actor, he could come to YC. He speaks at every Bachelor event, and his advice is just phenomenal.”

“Brian, Brian Chesky from Airbnb repeatedly loves to say, you know, Index is, is the team that they wish they, they're, it, Sorry. He says Index is the best partner that never invested in the company.”

“If I really had to choose, I would really choose Brian Chesky, because I think he's really this I don't know, power of nature that he can drive through anything. I think Brian Armstrong is as well. But I think like if you put Brian Chesky to do something, like…”

“Brian Chesky got kind of roasted, but I thought it was an insightful point when he said, it's not clear to him that like the right interface for hotel booking is a chat interface. And he was kind of called a Luddite and this and that, but like, I think he was …”

“I find actually, when you look at, like, the Collisons as well, they're real historians and truly great Founders are often historians of their sector.”