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10 questions that will improve your judgement of people

People are pretty hard to read, but here are 10 questions that will help you see a bit deeper into the people you know.

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When I come across an article that I love, I’m always torn on whether to simply link to the article, pull a quote from the article and then write some fluff to go with the quote, or copy and paste the meat from it. In this case, I’m going to copy and paste the meat. Unless you consider these words fluff. In which case I’m going to go with the second option.

In a recent article for the Harvard Business Review, Anthony K. Tjan (a venture capitalist) wrote a list of 10 questions that will make you a better judge of people. If you have a couple of extra minutes1 to read the full thing, click here. Otherwise, here they are:

1. What is the talk-to-listen ratio?

2. Is this an energy-giver or -taker?

3. Is this person likely to “act” or “react” to a task?

4. Does this person feel authentic or obsequious?

5. What’s the spouse like?

6. How does this person treat someone she doesn’t know?

7. Is there an element of struggle in the person’s history?

8. What has this person been reading?

9. Would you ever want to go on a long car ride with this person?

10. Do you believe that this person is self-aware?

If you want to take this to the next level, try spicing his list up with a little self-honesty. How do you fare when you ask the same questions about yourself?


  1. It will take you 4 minutes and 24 seconds to read it. 

Chris Bailey
About the author

Chris Bailey

Chris is the bestselling author of four books—Intentional, How to Calm Your Mind, Hyperfocus, and The Productivity Project—which have been published in more than 40 languages. He also hosts the Intentional AI podcast, writes a biweekly newsletter, The Recap, and speaks to audiences around the world on how they can become more productive without hating the process.

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