HeyJaredThe Cheque Book
People of Interest is a newsletter exploring what people can’t stop thinking about.
- Indexed issues, last 90 days
- 2
- Latest publication
- Aug 20, 2026
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- Jul 21, 2026
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The storyteller who thinks business uses too much force (opens the original)
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J: Tell me something you can’t stop thinking about.My life has been shaped by questions. My first question, when I got into business: why can’t a business do well and do good? My second question: what business are you really in? It’s easy to define your business by what you make or sell. But the product is only the vehicle. The real question is: what are you actually doing for the person who buys it? What need are you meeting? That’s the business you’re really in.The third question is the one I’
The investment banker who thinks everything can be a prediction market (opens the original)
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J: Tell me something you can’t stop thinking about. Prediction markets. The role they play in the future and the question of how they become institutionalised. How they become legitimate.You’ve got all these emerging betting markets like Kalshi and Polymarket. They’ve been used for election betting, things like that. But the broader promise is that they can financialise anything. You can put money on any outcome. You can put a trade on any event, ever. That widens the aperture of financial marke
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