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Hard Conversations, Zero Regrets—Here’s How

7/21/2025

2 Comments

 
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Let’s be honest — most of us would rather dodge tough conversations than dive into them. After all, who likes conflict?

But avoiding those conversations can quietly erode trust, stall progress, and strain relationships more than we realize.

In Harvard Business Review, Joel Garfinkel — executive coach and author of Difficult Conversations: Practical Tactics for Crucial Conversation — shares some smart, doable strategies for making those tough talks a little less intimidating.

  • Ditch the need to be liked: Approach the conversation with curiosity and respect. The more open you are to listening, the more likely they are to listen back.
  • Listen more than you speak: Forget rehearsing the perfect speech. Instead, stay present, observe how the conversation unfolds, and respond thoughtfully.
  • Get to the point: Be kind, but don’t tiptoe. Clarity builds trust.
  • Stop stalling: The longer you delay, the heavier it weighs. Say what needs to be said, listen deeply — then breathe.
  • Expect good things: Shift your mindset toward what this conversation can build, not what it might break.

Have you had a difficult conversation lately? What helped you step up — and how did it change things afterward? Share your experience by clicking "Comments" below.

Curious about how to build your communication muscles? Check out our online learning programs to keep leveling up your conversation game.


2 Comments
Tom Barkin
7/22/2025 03:12:12 pm

Absolutely yes--"Approach the conversation with curiosity and respect. The more open you are to listening, the more likely they are to listen back."

I've tried to start difficult conversations by briefly laying out the problem. Then asking for the report's explanation.

An important corollary: Be sure you know all the facts before leveling criticism.

Reply
The Glasers
7/25/2025 02:20:15 pm

Thank you, Tom — always great to hear your insights. Starting with curiosity and giving the other person space to share their perspective not only builds trust, it often reveals context we hadn’t considered. And your reminder to gather all the facts before offering critique is critical — it prevents missteps and shows respect for the other person’s experience.

It’s encouraging to hear how you’ve put these principles into action. Conversations like these aren’t easy, but they absolutely pave the way for stronger, more honest working relationships. Thanks for adding your voice to the discussion!

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