Gary Tan0:38
Yeah, absolutely. Brian Chesky, obviously a friend, on the board at YC. We torture him as a board member by making him come and speak at every single YC batch. I had seen every iteration of the initial selling serial pitch. I mean, it's part of startup lore now. I'm pretty sure everyone knows that story and I'm pretty sure Brian is pretty sick of telling that story, but we still make him say it every time. One thing I noticed though, post-COVID, he would come in and he added a new section to it. It was really about how much he loves this moment of Airbnb, which was not something that a lot of founders who have been out for like 10, 15 years building something worth a hundred billion dollars would say. That's a surprising thing. His second half of the speech to the YC batch, all of which is totally irrelevant to two or three people just starting out, was all very relevant to the top alumni, many of whom are in this room. I finally got him to come up to Soma. He came on at 9:00. We just last minute added him. Steve Huffman was the keynote. He had just IPOed. We were surprised that Brian was going to come in. Brian thought he was only going to speak for 20 minutes. He proceeded to speak for about two and a half hours to exactly the correct audience. Not to a room full of people at zero trying to go from zero to one, but to people who have actually built companies. I think that evening in Soma must have unlocked at least a hundred, maybe two hundred billion dollars worth of value for the YC companies in attendance. What he said was that it is entirely possible for you to start your company and then take the classic advice: hire the best possible people you can and give them as much room. Get out of their way. Give them as much room as possible to run. At the core of that story is something that is supposed to be very empowering. What Brian found was that at the end of maybe nine years of taking the conventional wisdom, he did not recognize the company that he started. He had division heads who had divisionalized. Each product team had its own CTO and its own design person. It all expanded from there. He found that he was hiring executives who were really focused on their own fiefdoms and their own careers over the needs of the company. The uncomfortable thing is it sounded like it got to a point where the founder CEO did not have agency. The crux of this is that it is entirely possible to have a place where both the CEO and the executives have locked themselves into a cage match where there is absolutely no agency. What I've been realizing lately, and I've been spotting this in all the many companies I work with and even within Y Combinator as a 20-year-old brand now, it is possible to basically fall back on the codified decisions of the 10,000 decisions you made the last year or the last 5 years or the last 10 years rather than actually giving yourself agency. Here's a new situation. Do we fall back on the codified arguments that we already had for 10 years, or do we look at it from a new perspective and say we have to do a different thing here? It might mean that we're going to argue. It might mean that someone's fiefdom is going to get reorged. It means that we're going to reopen old wounds. That's what Brian Chesky realized. COVID happened and never let a great crisis go to waste. He had the incredible bravery to go in and redo the org. Not only that, he changed the way he hired. He said you need to be actually in the track of both your executives and your skip levels. You need to actually meet them in the org of your own creation. The powerful moment for me is realizing you don't have to live that way, but it does require a lot of courage. Being able to choose agency and being able to intentionally do that may well require you to go from manager mode to founder mode. That might mean coming in and saying we're going to be willing to go from zero here. We're going to rehire the whole executive team if we have to, or we're going to reorg the whole org from executives all the way down. The amazing thing is it sounds like a lot of work. It sounds like it shouldn't work, but we've seen this a bunch of times now. If you actually show up, presence is leadership. The defining thing about going into manager mode is just saying, you know what, it's your call and I'm going to let you run with this and I'm not going to check in on what happens afterwards. It's a misconception that founder mode is supposed to be hyper micromanagement. One of the cool things that Brian has come back and shared with us is that by actually going into the details, by making sure that every single person on your executive team is aligned with you, and then being willing to spend the 60, 70, 80 hours a week going down to work with the directly responsible person on anything that's key and important to you, and doing those reviews—some things are weekly, some monthly, some quarterly, some yearly. His chief of staff is really amazing. It's an insane amount of work. But to be able to figure out who are all the people, put that in your calendar, and then actually make sure everything that happens at your company comes from your vision and from what you want. That's the big scary thing. He was willing to say if you're not here for this, this is not the right place for you. Take care of them, have a great severance, don't badmouth them, make sure they land someplace great. Airbnb or your company should always be a great place to be from. He was able to manage that and then build the company that he actually really wanted. The happy ending is that upon IPO he was shocked at what ended up happening, and even today Airbnb remains one of the most profitable companies in all of tech.