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Hard Conversations With Difficult Employees (And Why You Keep Avoiding Them) | #88 episode artwork

Jun 7, 2026 16 min

Hard Conversations With Difficult Employees (And Why You Keep Avoiding Them) | #88

from The Better Conversations Podcast Hosted by Kara List

If you have an employee who shuts down, pushes back, or just never seems to respond to feedback the way you hope, this episode is for you. Before you can have the conversation, you have to understand why you keep avoiding it. And the answer might surprise you. Most of the time it isn't about them at all. It's about the story you've already decided is true. In this episode we talk about why leaders confuse predictions with reality, how one hard moment with an employee can quietly become the whole story you tell about them, and how to use curiosity and a simple feedback framework to finally have the conversation that could change everything. Plus I'm sharing the CLEAR feedback framework so you know exactly what to say when you sit down with that employee you've been avoiding. If you're ready to stop managing people through the filter of a story they don't even know exists, this one's for you. Grab the free feedback template at https://www.heykaralist.com/feedback

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Hard Conversations With Difficult Employees (And Why You Keep Avoiding Them) | #88

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This episode is 16 minutes long.

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This episode was published on June 7, 2026.

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