Lenny Distilled

Build for 10x transformation, not incremental improvement

Strategy → Vision & Mission

Defining
I want to work on a project that if successful makes everything we do as a company today feel like it's not that important because we did something that was 10 times bigger than everything we're doing today. And what we're doing now is just 10% of the company.
Defining
Instead of incrementally going, doing a jump to make it a little better, a little better, a little better, you can never get there. How do we take two years, and end up at the theoretical minimum cost for moving money into a market?
Supporting

Y Combinator's "batch investing" means funding multiple startups simultaneously in cohorts, rather than investing in companies one-by-one as traditional investors do.

Sometimes ignorance is sort of bliss and you just discover new things. We decided to fund a whole bunch at once, and then the plan was to go to asynchronous investing like normal investors, but we realized that there was something magical about this batch thing.
Supporting

Gutenberg is WordPress's modern block-based editor that replaced the traditional text editor, launched as a major platform redesign.

If we had voted for whether we should do Gutenberg or not, everyone would've voted against it. It was really a few core people that said, 'This is the future and it's going to take 10 years to do and it's going to suck for the first three or four years.'
Supporting
If you want to achieve a 10x outcome, hiring someone that's an expert in the field, it's maybe unlikely you're going to achieve that 10x outcome, because they're likely to do things the way things have always been done. So you might achieve incremental benefits, but the odds of completely reinventing the system and doing something that's vastly superior to others is much lower.
Supporting
Where I dropped the ball was more about what I should have realized about that feature. So automation, it's super useful. It can be used by a whole slew of people who aren't just developers. It could be used in every single product. It's more than just moving things to a new status. And so I should have realized that we could have built this amazing service that every product could have moved themselves forward with.
Supporting
Every new idea looks dumb at first. Unfortunately, the dumb ideas also look dumb at first. It's not a perfect [filter]. But the more disruptive they are, the more dumb you're going to feel they are. You always listen for stuff like if they say it's a toy or if it's practical or it's stupid or I don't get it or whatever, those are often... Toy is a good keyword. If you hear people saying something's a toy, that's often a really good signifier that it's actually something real and threatening.
Supporting
And that bifurcation of love it, hate it, is really how you have an idea of whether you have impact in what you're building. If you get more of the bell curve of modern indifference and maybe mild like and mild dislike, that's an incremental product. That's not really disrupting anything. But if you look at something like ChatGPT where the entire world is like, 'This is amazing.' Or, 'This is terrible.' And there's not a whole lot in between, that's a very good signifier of it being truly impactful and disruptive.

The Missing Stamp

Every episode of Lenny's Podcast, distilled into the insights that matter and the quotes that make them stick.

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