Friday, July 11, 2025

MM 1093 - Break the Rules for Great Conversations

From Marshall Memo #1093

 Summary:

Dan Rockwell shares practical ways to improve conversations by strategically breaking the “don’t interrupt” rule—using curiosity, gentle humor, and thoughtful redirection to deepen dialogue. He encourages listeners to be engaged, vulnerable, and playful, especially in trusted relationships and intentional settings.

Danielson Domain:

Domain 2: The Classroom Environment –  2a: Creating an Environment of Respect and Rapport; 3b: Using Questioning and Discussion Techniques

Ideas for Great Conversations

In this Leadership Freak article, Dan Rockwell lists says his mother often urged him not to interrupt during a conversation – but there are exceptions to that rule:

  • Interjections can energize a conversation when they show interest and curiosity. Do you mean…? Wait, did you say…? Hold on, that seems important. 

  • Circle back so good ideas don’t slip away. Before we go on, I’d like to go back to… That reminds me of something important…

  • Get nosey. How did that affect you? What are you not saying? Tell me what you really think. 

  • Overshare a little, but don’t hijack the conversation. The same thing happened to me. I’ve felt like that. 

  • Judge gently. You’re kidding… I can’t believe it…

  • Have fun speaking the truth, but only when there’s trust. You’re nuts. Have you lost your mind?

Location matters, says Rockwell. Take a walk; have coffee.


“Great Conversations Break the Rules” by Dan Rockwell l in Leadership Freak, June 9, 2025; Rockwell can be reached at dan@leadershipfreak.com

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