EPISODE · Apr 29, 2026 · 14 MIN
Episode 117 - How to say the thing you’ve been putting off saying at work
from Career Espresso
You owe someone a conversation at work. You've owed it for a while. And every week you tell yourself this is the week, and every Friday it's still unsaid. Maybe it's a deadline you know isn't realistic. Maybe it's feedback you should have given three weeks ago. Whatever it is, it started as a straightforward thing to raise and it's quietly become something much bigger than it ever needed to be.In this episode, Amanda talks about why the gap between knowing what you need to say and saying it out loud keeps getting wider, and what to do about it before the conversation has itself in the worst possible way.You'll hear about:Why the preparation most people do for these conversations makes them harder, not easierThe calculation women are doing that rarely gets acknowledgedWhat the unsaid thing is costing you while you wait for the right momentWhy one sentence is more useful than a bulletproof argumentWhat to do after you've said it (and why most people undo their own clarity in the first ten seconds)Espresso Brief subscribers get Before You Say It this week: a one-page conversation prep sheet for the thing that keeps not getting said. Get yourself on the listWant more support with real-world leadership challenges? Head to How to Build a Leader on Substack for in-depth guides and scripts.Get the full episode transcript Hosted on Acast. See acast.com/privacy for more information.
What this episode covers
You owe someone a conversation at work. You've owed it for a while. And every week you tell yourself this is the week, and every Friday it's still unsaid. Maybe it's a deadline you know isn't realistic. Maybe it's feedback you should have given three weeks ago. Whatever it is, it started as a straightforward thing to raise and it's quietly become something much bigger than it ever needed to be.In this episode, Amanda talks about why the gap between knowing what you need to say and saying it out loud keeps getting wider, and what to do about it before the conversation has itself in the worst possible way.You'll hear about:Why the preparation most people do for these conversations makes them harder, not easierThe calculation women are doing that rarely gets acknowledgedWhat the unsaid thing is costing you while you wait for the right momentWhy one sentence is more useful than a bulletproof argumentWhat to do after you've said it (and why most people undo their own clarity in the first ten seconds)Espresso Brief subscribers get Before You Say It this week: a one-page conversation prep sheet for the thing that keeps not getting said. Get yourself on the listWant more support with real-world leadership challenges? Head to How to Build a Leader on Substack for in-depth guides and scripts.Get the full episode transcript Hosted on Acast. See acast.com/privacy for more information.
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Episode 117 - How to say the thing you’ve been putting off saying at work
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