A certain approach to risk and decision-making spans Wall Street, Las Vegas, Silicon Valley and, yes, even cryptocurrency libertarianism. Not all of it’s good, but some is.
It’s important to understand this community and worldview. That’s from On the Edge: The Art of Risking Everything, a 2025 book by popular statistician Nate Silver.
The book is at least 150 pages too long, and needed a more disciplined edit. The author says he had three book proposals: gambling, AI and game theory. As far as I can tell, he combined them all. The bloated book has detailed poker gossip, historical passages about Las Vegas and biography of Steve Wynn. Lengthy passages detail how LLMs work and the personalities behind game theory. It’s all moderately interesting but bizarrely off focus of his book, in my read.
I happen to like the stuff, but I kept finding myself circling passages that could have been edited away. Regardless, I took away plenty of charming little details.
Below I share my notes for future reference.
Continue reading The risk-taking that connects Wall Street, Las Vegas and Silicon Valley


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