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When Your Promotion Doesn’t Go as Planned: The Hidden Systems Issue Leaders Miss

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When Your Promotion Doesn’t Go as Planned: The Hidden Systems Issue Leaders Miss

If you’ve ever promoted someone and it didn’t unfold the way you envisioned… this one’s for you.

You promoted your top performer — and now they’re the reason you can’t sleep on Sunday nights.

You’re replaying the promotion decision in your mind.

Did you promote them too soon?

Did you miss warning signs?

You vouched for them to the C-suite.

What does it say about your decision making if this doesn’t work out?

You wonder if you should have chosen differently.

It’s Not Just About Them

That anxiety isn’t just about them.

It’s about you — the kind of leader you aspire to be.

Your desired leadership identity is being the kind of person who can spot and nurture potential.

As Brené Brown defines it:

“A leader is anyone who holds themselves responsible for finding the potential in people and processes — and has the courage to develop that potential.” — Brené Brown

You hear that and think, that’s me.

Or at least, that’s who I want to be.

So when someone you’ve promoted struggles… it doesn’t just threaten your results.

It threatens your identity.

It makes sense that your stomach drops when they falter in meetings.

You vouched for them. You told the C-suite they were ready.

Now every stumble feels like a reflection of your misguided decision making.

The Real Issue Isn’t What You Think

But here’s the truth: this isn’t about bad people, bad decisions, or even a lack of leadership skills.

It’s a systems issue.

As Russell Ackoff famously said:

“A system is never the sum of its parts; it’s the product of their interaction.” — Russell Ackoff

The good news?

If you’re part of the system, you have power to change it.

That shift — from blame to joint contribution — is where real leadership growth begins.

So when you feel caught between protecting your reputation and developing a struggling leader…

That’s not a sign you’ve failed.

That’s the moment your next level of leadership begins.


If you’ve promoted someone who’s struggling to lead and you’re not sure how to course-correct, this is exactly what I help leaders untangle. Reach out to explore how we can shift the dynamic.

Have you ever promoted someone and then second-guessed your decision because it didn’t quite unfold the way you envisioned it would?

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Drawing from my education, experience, and devotion to guiding leaders (including myself) at different stages in their journey from individual contributor to leader, I help leaders like you to develop the trust and the tools to model and enable exceptional team performance.

Jared Cohen

Leadership Coach, M.A., M.B.A.