Connection Accepted

How to Make People Talk | #68


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Asking good questions looks simple.


But most people ask surface-level things:

What school did you go to?

What are your hours like?

What’s your job like?


That’s not how great conversations happen.


In this episode, Matt and I break down how to ask better questions in networking calls, at work, on dates, and in everyday conversations.


We talk about why the best questions come from genuine curiosity, how to identify what someone actually cares about, and why “going deeper” is what makes people open up.


We break down:

🔹Why good questions are more about curiosity than preparation


🔹How to use the “five whys” to get past surface-level answers


🔹Why the best conversations happen when the other person talks more than you


🔹How asking better questions helps you build stronger relationships, better rapport, and even better content as a creator


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