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Lenny Rachitsky: uncertainty

11 Sept 2025 Lenny's Podcast $46B of hard truths from Ben Horowitz: Why founders fail and why you need to run toward fear (a16z co-founder)

“Yeah, I think about I was at Airbnb for a long time and just thinking of Brian, who I don't know even know if he had a job before Airbnb now.”

— Lenny Rachitsky

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Speaker
Lenny Rachitsky
Attribution
Verified speaker
Claim type
uncertainty
Recorded
11 Sept 2025
Publisher
Lenny's Podcast

Transcript context

…And the feeling, look, if you think about organizational design or goals and objectives or OKRs or whatever management technique, you need a basic eighth grade education to do any of that stuff. It is not that complicated. The difficult part is the feeling that you have when you have to do it is very, the hard thing of matter a reorg is you're redistributing power, so you're going to have people really fricking mad at you because somebody's losing power if you do it correctly. And that person may be a really good employee. Dealing with that is the hard thing. Knowing how the organization should work to make communication better, it's not that complex. Yeah, I think about I was at Airbnb for a long time and just thinking of Brian, who I don't know even know if he had a job before Airbnb now. Oh yeah. I spent a lot of time with Brian and after COVID, it all kind of clicked for him and then he did that he and that good talk on founder mode and so forth. But the reason that was so articulate is he had screwed every one of those things up and he hired LT and all this stuff, and these are very senior people and he wanted to defer to them, but you can't defer as the CEO because you know what Airbnb should be doing. He may know what finance should do, but you know what Airbnb should do and this kind of thing. And then it gets really wild when you can't defer decisions as the CEO. You got to understand what people are saying and go, "Now we're going to do this."…

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