Substack Library
GlossaryEgo, Self-Doubt, Survival
November 17, 2022I made a bad trade this week, which has led me to reflect on risk taking in general. The interesting thing with managing money is that unlike in other spheres of life— parenting, many forms of work, spirituality—you can keep score and track the quality of your thinking. In the sixteen years I’ve been tracking my investment results, $1 grew to around $3 averaging around 8% per year with low volatility. While more has gone right than wrong, I remember the trades that are wrong more acutely than the ones that were right. I think this is wiring, at least for most people. I don’t recall most of the time I’ve spent behind the wheel of a car, but the few times I’ve been in car crashes I recall quite vividly.
Independence and Integration
November 17, 2022We are wired to believe people in authority are there because they are wise.
Things That Go Bump in the Night
November 17, 2022If you are new to these posts, welcome! Things I Didn’t Learn in School is a mixture of macro/geopolitical essays based on my years as an investor and micro/life story podcasts. You can support our team (yes, it’s a team!) by subscribing, which helps pay for research and the team and also gives you transparency into how I translate these essays into a portfolio. To those of you that already subscribe, thank you and tell me how we can be of more service. Enjoy!
Timing A Turn
November 17, 2022Readers: I am looking for someone to do part-time administrative work, reach out to me if you know someone great. Also, I know we are all deluged with information, so if this helps you cut through the noise (my goal) help me grow this by forwarding it to friends and let me know what topics I can help you by addressing. Enjoy!
The Dictatorship of Reality
November 17, 2022Note to readers: in addition to these posts and the podcast, I write books. Just before I publish a new book, I test it with beta readers. If you are interested in being one, give me a shout. The first book, Raising a Thief, was non-fiction. Book #2 is fiction.
Oz, Tornados and Limits
June 10, 2022If you are new, welcome! The idea behind these posts is to connect big picture macro and little picture micro. Macro is history, technology and the economy. Micro is emotion and personal journey. I’m trying to integrate often siloed worlds. My first book, Raising a Thief, and podcast on Apple Podcasts and Spotify are micro. These posts are macro but it is all one thing—making sense of what is going on around us. Most of this content is free. It takes a team to build this and I thank all my paid subscribers for your support. Enjoy.
The Cacophony Economy
June 3, 2022A business has three moving parts—content, distribution and financing. Since the advent of modern capitalism about 250 years ago, there have been a series of battles over who controls distribution. Today, this fight centers on information. What’s referred to as the “creator economy” is in fact a cacophony economy. Anyone can post anything, thus the cacophony. What we see, however, is a function of algos that feed off emotions like anger and lust or something quite old-school, ad spend.
Complexity and Adaptation
May 27, 2022If you are new to Things I Didn’t Learn in School you can see what I am up to here. If you want to skip directly to my conversation with poet Heidi Seaborn, click this link. Also, last night, The Wall Street Journal published a piece I wrote about family and Putin’s propaganda, which you can read here. For US readers, happy Memorial Day!
The Hedgehog vs. The Fox
May 20, 2022Frameworks are mental shortcuts that, while inaccurate, organize reality. An ancient but useful one is the distinction between the hedgehog and the fox. “The fox knows many things, but the hedgehog knows one big thing,” wrote the ancient Greek poet Archilochus. Hedgehogs rely on one trick to survive—playing dead—while foxes employ many. Similarly, some thinkers rely on a single idea used again and again to make sense of reality while others shift tactics and frameworks.1 On social media and in politics, hedgehogs do well. But if the goal is understanding and preserving wealth, it is helpful to find your inner fox.
Too Many Tech Bros, Not Enough Frackers
May 7, 2022Welcome! If this was forwarded to you, you can read what I am up to here or sign up to receive the free or paid version below. This week is both an essay and a Mother’s Day podcast with my amazing wife Marina, which you can hear here.