Hi everyone, welcome back.

In this week's Deep Dive: what to say instead of "does that make sense?"

First, one quick tip…

QUICK TIP

When you have to deliver bad news, lead with the headline, not the build-up: "I want to start by telling you that the timeline on this project is slipping."

Why it works: It respects the other person's time and stops them bracing through a long preamble.

Use it: When you have to share news no one wants to hear.

🔍 DEEP DIVE

“Does that make sense?” It did. Until you asked.

"Does that make sense?"

You say it after you've made a clear point.

After a pitch that landed well. After a hard message you delivered cleanly.

It sounds like checking in.

It isn't.

It's asking the room to confirm you did your job properly.

And the second you ask, the room starts wondering if you didn't.

That's not diplomacy. That's you undermining your own authority.

What's Actually Happening

You don't ask "does that make sense?" because people look confused.

Most of the time, nobody does.

You ask because you're not sure the point landed the way you meant it to.

That's not a communication problem. That's an anxiety problem wearing a communication problem's clothes.

Part of it is reassurance. You want someone to nod, say "yes, totally," and hand you proof you were clear.

Part of it is closer to guilt. You've taken up the room's time and attention, and some part of you wants permission for that to have been worth it.

Neither of those is about your listener.

Both of them are about you needing a signal back.

The problem is that the question doesn't just ask for reassurance, it plants doubt.

The room hears "does that make sense?" and runs a quick scan: was there a part I missed?

Now people are checking their notes for a gap that was never there.

You've turned a clear point into a group audit of your own clarity.

I used to do this frequently. At the end of an update or a hard conversation: "Does that all make sense?" Like I needed a receipt for my own thinking.

Nobody ever said no. They didn't need to. The doubt had already landed.

The irony is the phrase is aimed at the wrong person entirely.

You're not actually checking whether they understood. You're checking whether you were good enough.

That's a very different question, and it's not one the room can answer for you.

What to Do Instead

Make the point. Then stop.

No check-in. No additional question. No trailing "yeah?" at the end.

Silence after a clear point isn't a gap. It's the point being absorbed.

If you genuinely want engagement, ask for it properly, not disguised as a comprehension check.

Try:

"What are your thoughts on this?"

"I'll pause there. What questions do you have?"

They ask for a response, not a grade.

If someone looks unsure, let them ask.

"I'm happy to go into more detail on any of that" covers it, without you volunteering the doubt first.

There's one exception worth naming: complex or technical material sometimes needs a check.

Even then, make it specific, not global.

"What's unclear so far?"

"Does that make sense?"

One asks about the material. The other asks about you.

And if you catch yourself mid-sentence, already reaching for it, stop before it comes out.

Finish the sentence you were actually making instead.

Next time you land a point clearly, leave it there.

Don't go back for it. Don't check on it. Don't ask it to prove itself.

It made sense. You'll know, because nobody's going to tell you otherwise unless they need to.

That's not you being less thorough.

That's you finally believing your own point the first time you make it.

ONE CLEAR THOUGHT: A question to help you think more clearly about how you approach conversations.

Where could I be clearer by saying less?

How this helps: Brevity often increases credibility.

BEFORE YOU GO…

If you’re dealing with ongoing work situations where it’s hard to stay clear, hold your position, or be taken seriously, I offer 1:1 coaching.

My work is practical and focused on real conversations, decisions, and day-to-day leadership moments, not theory or motivation.

Thanks for reading.

Until next time,

Kaley

PS. If you have any questions, just reply to this email. I’d love to hear from you!

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