It's easy to forget how strong your body is if you don't pick up a little scrape here and there.
I read Lolita when I was sixteen, and now again at age thirty. Reflections.
There comes a point in your career where advice is no longer useful. It happens sooner than you think.
Monogamy is hard, and infidelity online is very different from offline.
In 2021, it no longer makes sense for founders to have venture capital firms lead seed rounds.
Treasure maps are back!
San Francisco has tragically wasted its potential, perhaps irreversibly so.
We are approaching an inflection point of technological change and ambition. COVID has forced technological acceleration in key areas, and saved us years of malaise.
Lessons from misadventures in starting a Bitcoin fund in 2014.
Revisiting my favorite childhood books, I find lessons that went way over my head at the time.
There exist two very different classes of personal computing. Some machines are made to extend the self, others are made to merge with the self.
At some point, I stopped dreaming big. Why?
Customer acquisition is usually the most expensive part of building a consumer software business. This puts social media influencers in an exceptionally good position to monetize their followers.
Atlas is a deeply underrated, powerful product that enables Stripe to lock in a customer for a myriad products at the earliest stages.
At the seed/pre-seed stage, business models are a performative exercise.
Virtually every "Future of Work" software product has a predecessor in consumer social, but particularly in online gaming.
Nobody's talking about the mental health impacts of lockdown. They are severe.
Steve Bannon propelled Trump to victory in 2016, then fell from grace. He is a deeply controversial figure, and his importance in modern politics is understated.
Gatekeepers and scale requirements are simultaneously disappearing from a number of industries.
FIRE, Van Life, Tiny Houses: cutesy movements are coping mechanisms disguising poverty.
Why is online dating so difficult? People having choice is the problem: they think they know themselves and what they want, but they know neither. There are many dating apps, but none try to solve this core issue.
Free speech is not just about the freedom to speak, but about that speech not being drowned out by automated astroturfing. Strong identity and authenticity safeguards become necessary.
The parallels between the US in 2020 and the failed Weimar state are uncanny and concerning.
After a lifetime of using shampoo, it turned out to be totally unnecessary.
I spent fifteen years drinking coffee at least three times a day until COVID-19 forced me on a four-month break. Life is better, and I won't be having coffee anymore.
Cancel Culture is a hot topic in 2020, but it's not a new phenomenon. People have been getting cancelled for the entire history of mass media.
Quentin Tarantino's newest film is not only his most thoughtful and affectionate, but also his most enthralling and spectacular: an unparallelled masterpiece of mood and atmosphere.
Media of all kinds are flashier, sexier, more stimulating and better at catching our eyeballs than ever before. The gatekeepers are gone, and millions of creators are in Darwinian competition for our attention. Where does this supply of infinite jest take us?