How to Ask Deeper Questions: Part 1 of 2 episode artwork

EPISODE · Mar 25, 2026 · 1 MIN

How to Ask Deeper Questions: Part 1 of 2

from Sound Words

These questions have worked well for me as I do Author Interviews, but also just in my regular life and wanting to get to know people better. I don’t necessarily think these questions are deep, but I think they can bring out deeper conversations if people want to pursue them.Ask what people do, but also ask why they do it, or what is the motivation behind it. For instance, ask someone what they do for work, and then ask why they chose that line of work or what got them into it in the first place.Ask how things make people feel. A lot of times you can talk about a topic or event, but to get to know a person, you want to know the feelings and emotions. For example, if a person is facing a new project at work — does it make them excited, scared, optimistic, or anxious?Part 2 coming soon!https://open.substack.com/pub/diveindigdeep/p/how-to-ask-deeper-questions

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How to Ask Deeper Questions: Part 1 of 2

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