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How to have the difficult conversations

They're never easy, but they're critical for your growth.

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Nov 12, 2024

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4 min read

Yesterday I had the pleasure of joining my good friend Taylor Desseyn (torc) live on LinkedIn to discuss a heavy topic: how to have the difficult conversations.

I don’t think anyone really likes conflict, but some people are better at navigating conflict than others—mostly because they’re willing to have the conversations that others don’t want to have. This is such a critical component of being a strong leader.

When I say difficult conversation, this can mean anything that makes you or makes the other individual on the receiving end uncomfortable or anxious in some way, including (but definitely not limited to):

  • Dealing with a performance issue with one of your team members

  • Dealing with your own performance issues

  • Asking for a raise

  • Asking for a promotion

  • Leaving an organization

Picture yourself handling one of those conversations. Did your hands just start to sweat? You’re in good company!

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