Systems: How the Ultra-Wealthy Think About Money

For the last few months, there's been a lot of conversation around the "Department" of Government Efficiency, which is ostensibly an effort at improving government efficency, with a primary narrative being around government spending. This is not the actual purpose of DOGE, and it's worth explaining what's going on here, but first we have to cover...

One thing I like to do is make fires. It’s often considered a less socially-acceptable pastime than my other wood-destruction hobbies like writing and woodworking, but each of these ways of killing trees teaches me something vital, and perhaps none is more full of portentous metaphors than building a wood fire in a fireplace or for a campfire....

Email's been here for years. But the reason Substack wants you to call your creative work by their brand name is because they control your audience and distribution, and they want to own your content and voice, too. You may not think you care about that today, but you will when you see what they want to do with it. I know you think you have...

I keep having a conversation with people around the tech world about how the industry’s current state of change — especially the potential disruption of incumbents — feels like nothing so much as a cyclical repeat of what we saw in 2004. A generation ago, those of us in tech might talk to our friends or family and hear them say, "I think the ads...

Many people will be familiar with Anna Sorokin, also known as Anna Delvey, who was one of the most high-profile of the wave of hipster grifters during the 2010s. Today, she's beginning to pivot into some kind of reality TV/competition game show participant, playing on her celebrity, but back in 2016, she was just a person pitching strangers for...