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...
It’s hard to really take in, after all these years, that most people have no memory of the day. The majority of people in the world were either not born, or not old enough to be aware of what was going on, and then many who would recall are either gone or their memories have faded. But I was in New York City on September 11, 2001, and I can say...
As I write this, we’ve just heard news that Oprah is planning to do a big broadcast special about AI and society. Despite the fact that it hasn’t aired, and I haven’t seen it or talked to anyone who’s seen it, we can reliably predict many of the shortcomings that this show will have. And it didn’t even take an AI chatbot to come up with this...
A lot of the ways that the ultra-wealthy think about, and act about, money seem almost incomprehensible to those outside of their orbit. Having had a chance to get some visibility into how a number of billionaires and centimillionaires think and work, I thought it might be useful to share a key insight that explains so many behaviors that might...
Okay, previously we covered many of the most common things you'd want to know about a board of directors at an organization, including the basics like what a board actually does. Next up, I put out a prompt on my various social media channels to solicit what questions people had about boards, to attempt to answer requests more directly. Speed...
Nearly every organization that is designed to have impact has a board of directors, whether that's a small non-profit, or a giant corporation, or anything in between. But having served on a number of boards across that entire range of institutions, I realize that most people who've never been in the boardroom have a lot of questions (and often,...
You might have noticed, it’s not a super fun time to be in the publishing industry, especially if you’re trying to do journalism. The years-long drumbeat of bad news issuing from nearly every newsroom has left people understandably despairing about what’s going to happen next. I’m not a Pollyanna; I don’t think everything is just magically going...
When trying to understand systems, one really eye-opening and fundamental insight is to realize that the machine is never broken. What I mean by this is, when observing the outcomes of a particular system or institution, it’s very useful to start from the assumption that the outputs or impacts of that system are precisely what it was designed to...
I have a lot of thoughts about systems and how they work, and how we can teach systems thinking to others. Maybe one good place we could start is by capturing this old tweet of mine, which probably deserves a permanent home since I don't use Twitter anymore: Most of what gets shared as heartwarming stories are usually temporary, small-scale...
David Letterman (whose team is doing a wonderful job of presenting and narrating his formidable archives) recently posted an amusing anecdote about Prince's first appearance on his show, in December of 1994. It's a fascinating story, because it reveals a lot about the two men who were so culturally influential in the 80s, and so transformative of...