Lenny Rachitsky: uncertainty

Transcript context

…It's interesting. It's like a lot of things in B2B. Everything was pretty much the same for 10 years, and then all of a sudden everything's out of date, right? If you wanted to watch an older one, not that old, but old in internet AI time that I think will change the way you think. Watch the one I did with Ben Chestnut right after they got acquired. Because that's a magical time. It's called Everything That Breaks On The Way to One Billion. It's only got 23,000 views. That's nothing for Lenny, but for me, that's pretty good. Okay. And it's a moment in time right after he sold a billion-dollar company where he talks about how the deal almost fell apart, where he challenges almost every B2B metric we know. Running a profitable business at that scale, not really caring about CLTV and CAC or any of these things, what really matters for customers. Is MailChimp as cutting edge as it was today? Maybe not. But that's one when I look at it because everything's the same. We don't really get challenged in the way we think everyone's talking their book. You're so good at getting people to not talk their book, but that one I think is a great one. And then if people wanted to watch a GTM one, just some favorite ones, we do this one. It's a recent one. Because these guys were on my team, Matt Plank who's sero of Rippling did one with Sam Blonde who was then CRO of Brex. It's called Rippling Secrets to Hypergrowth. It sounds like a commercial for Rippling, which is okay, right? But because Sam was, they worked together and now Sam's on the board and all, they have a fluency of two CROs who are honest and have a Lenny style learner's mindset. This one on the revenue playbook from Rippling, it's a 14 for GTM. I just had Matt MacInnis on the podcast, former COO, now CPO At Rippling. So, that would be a good combo of those two. Jason, I don't know if you know this, but you're the perfect podcast guest because you have such deep experience in the space that you just have answers to everything I ask. Plus, you're now just living in this future that we're all heading towards and you're like hands-on telling us, here's how the future will be and here's how it works and here's how you can get there and here's what you shouldn't do and here's what we'll bring. So, I'm just so thankful that you're here sharing all this advice with us. I'm excited for many more podcast conversations. So, thanks for doing this. All right, Lenny, you're the best. I'm just a super fan. I'm lucky to be here. So, thank you.…

Stored transcript either side of the excerpt. The highlighted words are the published quote; the surrounding text is unedited source, never generated.