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Celeste Headlee: "Conversational Competence Might Be the Single Most Overlooked Skill We Fail to Teach.”

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Mar 11, 2026
Celeste Headlee, journalist and public radio host known for her work on communication, shares why conversations are breaking down. She outlines ten practical rules for better dialogue. Topics include presence over multitasking, asking open questions, honest curiosity, and the primacy of listening. Short, actionable advice for clearer, kinder conversations.
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ANECDOTE

Sushi Bar Conversation That Was Actually A Monologue

  • Sean Croxton recounts a stalled sushi-bar conversation where one friend talked for 20 minutes without asking about him.
  • The interaction fizzled into awkward silence, illustrating a monologue disguised as conversation.
ADVICE

Stop Pontificating And Learn Instead

  • Avoid pontificating and enter conversations assuming you have something to learn.
  • Headlee warns that stating opinions without room for response turns dialogue into a monologue and shuts down real exchange.
ADVICE

Use Open-Ended Questions

  • Ask open-ended questions that start with who, what, where, when, why, or how.
  • Headlee shows that 'What was that like?' and 'How did that feel?' force reflection and yield richer answers than yes/no prompts.
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