Dear Leaders,

Every now and then · by Hamza Shayk



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The True Cost of Self-Deprecating Language

The True Cost of Self-Deprecating Language

Dear Leaders,

I’m seeing more and more leaders hedge in conversation. Often to the point of self-deprecation.

You’ve heard lines like these:

“I’m probably way off here…”

“This might be a dumb idea…”

“I’m no expert, but…”

“I’m such an idiot.”

I get the impulse. You want to sound humble. You don’t want to come off as arrogant or rigid. But this isn’t humility. It’s self-doubt with a polite tone. And it gradually drains your influence.

I sat in a meeting not long ago where an executive presented a sharp, well-reasoned proposal but opened with, “This might be totally off…”

It wasn’t.

The idea had real merit. But that one sentence, and the hesitation behind it, gave the room permission to disengage. A few polite nods. Then silence. Then a change of topic.

Not because the thinking was weak, but because he made it easy to move on.

At your level, people aren’t just listening. They’re scanning for conviction. If you lack confidence in your own judgment and hard work, the room mirrors it. You become easier to bypass.

This shows up in more subtle ways too.

A leader shares a difficult truth, then walks it back: “I’m probably just overreacting…”

Or ends a thoughtful, well-structured comment with: “Anyway, I’m just rambling.”

These aren’t harmless. They shrink your presence and give the room a reason to tune you out.

Leadership doesn’t require volume. But it does require composure.

When something needs correcting, just correct it: “I’m off by 2%. That number should be 17%, which adjusts our Q4 forecast by $2 million.”

No harsh self-judgment needed.

When making a recommendation, don’t preface it with, “I may be way off…” Just say, “I think we should pilot this approach. Here’s why.”

Ask for input: “What’s your view?” “Anything you’d challenge or add?”

Not validation: “Does that make sense?”

Yes, it does.

These are small shifts. But they change how you’re seen. Not just as someone with ideas, but as someone people want to follow.

And the root of it isn’t language. It’s what’s underneath. These habits are usually defense mechanisms: forms of insecurity, like imposter syndrome, or leftover instincts to soften your presence so you don’t come off too strong.

But once you’re in the role, trusted with people, outcomes, and direction, you don’t get to play timid. Not without a cost.

You don’t need to dominate the room. But you do need to stop asking permission to be in it.

Onward, no disclaimers

Hamza

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ABOUT HAMZA

I advise CEOs and senior investment professionals on difficult decisions, executive development, and organizational performance.

My clients lead public, private, PE-backed and family-owned companies, or hold senior roles at investment banks, asset managers and private equity firms.

Hamza Shayk
[email protected]


Dear Leaders

Every now and then, by Hamza Shayk

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