
After Skool How to Instantly Connect with Anyone - Charles Duhigg | After Skool
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Jan 20, 2026 Charles Duhigg, a Pulitzer Prize-winning journalist known for his insights on productivity and habit formation, shares profound strategies for instant connection. He encourages listeners to engage in a vulnerability experiment using deep questions in conversations. Duhigg identifies three types of conversations—practical, emotional, and social—and explains the conflicts that arise from mismatches. He illustrates the power of deep questions with a touching story about a doctor and recommends asking about the last time someone cried to foster empathy. Tune in for a refreshing take on communication!
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Use One Powerful Question
- Ask someone a deep, personal question like, 'When was the last time you cried in front of another person?'.
- Then share your own answer to create immediate vulnerability and connection.
Marriage Misfires Due To Mismatched Talks
- Charles Duhigg described arguing with his wife when he wanted sympathy but she offered practical advice.
- Their mismatch in conversation types caused repeated frustration and poor communication.
Three Conversations Happen At Once
- Every discussion contains practical, emotional, and social conversations simultaneously.
- Communication fails when people try to hold different kinds of conversations at the same time.




