Startup Advice

Reaching the frontier of a field, you will stumble upon something that hasn’t been solved yet, which will make all the difference. Society will reward you for offering something it wants but hasn’t been able to obtain so far.

The way to that point is through trial and error, iterating, and uncovering different truths.

Why Are We Surprised That

Startups Are So Freaking Hard?

We think they can be hacked, but the only enduring moat is effort

A PM I once worked with was struggling to persuade somebody of something. I told him to ask them the question, “What data would I have to show you to get you to change your mind?” If they didn’t have a clear answer, then he would know this was an idea they held on faith, a bit like a religious belief. No amount of data can sway a person from their... See more

The archives of human cleverness are filled with blunders. When read in a good mood, history is a blooper reel. But it should not be lost on us that history never repeats, and modern technology enables ever more leverage. The more technology you can harness to commit an idea, and the faster your idea can spread, the greater the magnitude of... See more

I don’t think it’s a coincidence that the companies that have a reputation for building the best products of this generation—Slack, Figma, Superhuman, Notion, and Linear—are basically new versions of successful predecessors. These companies didn’t distract themselves with four-step strategic maneuvers or clever wedges into a new category that they... See more