Thinking by Writing

The voice behind the conversations.
Hello. John McCarthy here. I am a Chicago based investor generalist: not an expert in any one area, but a wide breadth of experience in many, many areas.
For years now, I have had the privilege of interviewing thousands of money managers. I tend to see the world through their eyes, and I always learn a lot. Impressed am I by the quality of experience and information coming at me.
Often times, I wish I could record my conversations, but that would not work, as people understandably change when they know they are being observed. So, especially during the pandemic, I began writing out questions for people I know well. I know what questions to ask them that they can answer really well. Also, playing Twenty Questions is fun. I often find myself disappointed in the quality of my questions on the fly.
Thus, the product here I call “Twenty Good Questions”. I think hard about what to ask, and I ask the respondents to take as much time as they like, and write as much or as little as they want. I hope you agree this is quality stuff.
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