Some questions to consider before having a tough conversation

by Rachel

Image: Kiyana Salkeld / Just Good Shit

Image: Kiyana Salkeld / Just Good Shit

I recently read a 2016 HBR article about when to skip difficult conversations, and it included a checklist of 11 questions to ask yourself that I thought were really smart/helpful. Here are a few of my favorites from the list:

  • What is my “secret agenda” or “hidden hope” for this conversation? (Long-term harmony? Revenge? That they will change?)

  • What’s my contribution to the situation?

  • Do I tend to look for problems with this person or about this issue?

  • How long ago did it arise? Is it a repeat or recurring problem? Could it become one?

  • How committed am I to being “right”?

  • What reasonable, actionable solution can I offer?

  • Is this the right person to talk to about this issue?

It’s so easy to come up with excuses to justify skipping a tough conversation (“it doesn’t really matter, they won’t change anyway”)…or to make something your problem when it’s actually not just because you’re horny for conflict and justice. These questions are a good way to step outside some of those feelings and get a clearer sense of the best way to proceed.

P.S. Some related reading: tips to keep in mind if you want to be a better conversationalist + just a bunch of good things to read if you want to be a better manager. 💬

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