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Lenny Rachitsky: belief

2 Jul 2023 Lenny's Podcast Building minimum lovable products, stories from WeWork and Airbnb, and thriving as a PM | Jiaona Zhang (Webflow, WeWork, Airbnb, Dropbox)

“I remember talking to one of our colleagues, Mike Lewis, who was leading a different team with Airbnb, and he was just like, "Oh, I realized I'm the person that should be saying, 'No, we shouldn't do this now'" because he was the head of product for one of the new [inaudible 00:14:09].”

— Lenny Rachitsky

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Everything needed to verify it.

Speaker
Lenny Rachitsky
Attribution
Verified speaker
Claim type
belief
Recorded
2 Jul 2023
Publisher
Lenny's Podcast

Transcript context

…You should articulate what success looks like and the milestones you want to hit in the small intervals that I talked about. So you don't get into this world where you're like, "Hey, I've gone for two years investing in this thing. Now we got to cut it." It's like, what is the quarter long milestone? Okay, what's the next quarter long milestone? And every single point, what is a go and no-go? And I think that really can help a team and a company say "It's okay. I invested a quarter in it, but I didn't invest two years." The other important lesson here is about the importance of as a product leader pushing back and convincing leadership that you are wrong and this shouldn't happen. I remember talking to one of our colleagues, Mike Lewis, who was leading a different team with Airbnb, and he was just like, "Oh, I realized I'm the person that should be saying, 'No, we shouldn't do this now'" because he was the head of product for one of the new [inaudible 00:14:09]. And I know maybe in that situation it was impossible because Brian was very into this and everyone was like, "We need to do this thing." I guess is there anything you've learned about how to push back on these sorts of things that the founder's really into when it makes sense to go along? Like "Cool, let's do it. Let's buy in." As a leader, you have to be excited and he needs to feel like, "Oh, JZ is really excited about this too. We got to try it." Even though maybe you feel like it's not going to work out. So I guess the question is when do you think it makes sense to try convince the founder, "No, this is the bad idea" versus like "Let's go for it"? I think first it comes down to your conviction. Do you actually have conviction that this is a bad idea or are you personally still learning? Right. I think if you're at the point, if you're like, "I have total conviction," then your job is to say, no, you really... If you do not, you're not doing your job. And then the question is what are the tips in how to convince someone who's very bought into an idea that that's not the right idea? And there what I would say is it's understanding the spirit of what they're trying to achieve. Being able to go back with, "Hey, I understand the spirit. The spirit is that we're trying to get people who previously didn't consider Airbnb before to come and use Airbnb, but the right way to do it is not this very time-intensive, cost-intensive way to inspect all these homes. The way to do it is to be much more granular in what we ask people when they upload their home and more checks in that. And that could be automated and through technology as opposed to through humans." It's coming back with actual options. It's like saying... And I think we did that a little bit to be honest, when we as a team evolve, we learn and we're like, "This isn't going to work." And I explicitly moved off the team and I was like, "I'm going to work on the review system. I'm going to continue to evolve this and make it better because that is the actual scalable way to do this as opposed to keep going at it in the very manual process." And so I think that the biggest tip I would have for people in this situation is really understand whether it's the founder or your manager or whoever it is, what is it that they're trying to accomplish for the user and for the business? Remind them of that, get aligned on that. And then come back with better options. A lot of these people, they're very smart and they're very motivated. They ultimately want to just do the right thing for their users. When you come back with a much better solution and you have the data and you have the thinking behind it's very rare that someone will be like, "I still want to go after this solution despite the fact that it's not working and you proposed a much better path forward."…

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