The Best Leadership Newsletter Ever

The Best Leadership Newsletter Ever

371. What Made You Great Is Keeping You Stuck

Your patterns create your environment. Your environment reinforces your patterns. That's why you're screwed. Welcome to the Pattern-Environment Loop.

May 11, 2026
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The Pattern-Environment Loop | The Best Leadership Newsletter for VPs and Managers

My wife always handles the logistics in our family.

She does the research, makes the reservations, and schedules the appointments. She coordinates our daughter’s calendar of what she’ll do, when she’ll do it and how she’s getting there and back.

I help when I’m asked.

I’m not lazy, not in the slightest. It’s just that day-to-day family planning isn’t top of mind for me.

My wife tells herself she’s just better at the organizational stuff. And she is. Because she’s been doing it for the 13 years we’ve been married.

Here’s what happened.

She started doing the planning because I kept forgetting. Not maliciously. I just didn’t have the mental load to remember - I was too consumed by work.

That behavior created an environment where I didn’t need to remember. She would always handle it. Or she’d remind me to do it.

Either way, the system worked.

Which meant my brain stopped tracking those things entirely. After all, why would I build a habit for something that’s already handled?

[Editor’s Note: rhetorical question. don’t answer that]

This meant my wife had to do even more remembering. Because suddenly I wasn’t just forgetting - I literally didn’t know what needed to be done in the first place.

That created an environment where asking me to do something required my wife to…

  1. Notice it needed doing

  2. Remember to ask me

  3. Explain what needed to happen

  4. Check that it got done, and,

  5. Probably redo the parts of it that I didn’t do the way she expected.

Which means it genuinely became easier for my wife to just do the things herself.

And there we are in our loop.

My wife believes, “If I don’t do it, it doesn’t get done.”
And I believe, “She’s better at that stuff anyway.”

Both statements are completely true.

Now my wife thinks I’m incompetent at life management, and I think she’s a control freak who won’t let me help.

Both statements are false.

We’re just stuck in a Pattern-Environment Loop where my wife’s competent behavior creates an environment that makes my incompetent behavior inevitable.

And the longer it runs, the more “proof” we both have that this is just who we are.

And the craziest thing about it?
It’s also happening to you - and you’re not even aware.

You Thought You Were Protecting Quality

I call this The Pattern-Environment Loop.

Your behavior creates an environment, which supports the behavior, which strengthens the environment, and on and on it goes.

The Pattern-Environment Loop | The Best Leadership Newsletter for VPs and Managers

My story is far from unique.
Want examples? Oh boy, do I have examples.

There’s my client, a newly promoted VP who got the job for being an exceptional worker. She always knows the answers. Now she leads a team that constantly comes to her with every little problem because they can’t seem to think for themselves.

Or the founder who built his company on intuition and rapid decisions. Now he drowns in approvals because he has difficulty delegating.

Or the COO client of mine who survived by being indispensable, and now hasn’t taken a true vacation in four years because everything falls apart the moment she’s gone.

They all came to me with the same complaint: I work in a problematic environment.

They think the team isn’t ready. Or the company outgrew its infrastructure. Or the culture is becoming toxic.

All of that might be true.
But none of it matters, because it’s not the problem.

Each of these people created their environment because of their behavior.

It’s classic Pattern-Environment Loop.

The Pattern-Environment Loop | The Best Leadership Newsletter for VPs and Managers

The Frog Thinks It’s The Water’s Fault

Remember the conversation we had about the frog in the boiling water?
Not the conversation you’re thinking about, though.

You know the metaphor - you drop a frog in boiling water, it jumps out. But if you put it in cold water and slowly turn up the heat, it stays until it’s too late to leave.

The story is scientifically wrong (too many frogs have been killed by people thinking it’s accurate), but the metaphor is right.

We don’t notice gradual change.

We don’t see our environment shift around us when it’s in small degrees. We just wake up one day wondering how we got here.

But here’s what that metaphor misses.

You’re not the frog.
You’re the chef.
You’re the one turning up the heat.

You just don’t realize it.

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How It Actually Works

Let me give you an example that may hit home.

You don’t think you’re a micromanager because you didn’t start by micromanaging.

You started by being thorough - catching errors before they shipped or fixing problems before clients saw them.

You built a reputation that made you invaluable.
And that behavior worked really well, so your environment rewarded it.

You got promoted. You got more responsibility. Your thoroughness became the thing everyone counted on.

Soon your team started doing what all teams do when someone always catches their errors: they stopped trying to catch the errors themselves.

Not out of laziness. Out of efficiency.

Why should they spend an hour polishing the particulars of a deck when they know you will rewrite the darn thing anyway?

Your behavior created a new environment. One where your review was the actual quality control, and everyone else’s work just became the initial draft.

Which means you have to work even harder to maintain the same standard.
And that reinforces your team’s belief that you are the one who makes things great.
Which in turn makes it impossible for you to step back without everything falling apart.

That’s the Pattern-Environment Loop.

Your pattern creates an environment.
That environment reinforces your pattern.
And the loop tightens until the very strengths that lifted you up become the chains that hold you down.

The Pattern-Environment Loop | The Best Leadership Newsletter for VPs and Managers

You Think You’re Responding. You’re Reinforcing.

The worst part of this is that it feels like you’re just responding to reality.

  • When you see work that isn’t good enough, you fix it. That’s just being responsible.

  • When the founder sees decisions that need to be made, he makes them. That’s just being a leader.

  • When the COO sees questions that need answers, she answers them. That’s just being helpful.

Every single action feels like the right response to the situation. But every single action is also creating the environment that perpetuates the behavior.

You’re not stuck in a pattern because you’re weak.
You’re stuck because the pattern used to be your strength and your environment won’t let you stop.

Why $356 Billion In Training Doesn’t Work

Here’s what makes this so hard to interrupt.

Fixing the behavior does not change the environment.

This is exactly why $356 billion is spent every year on corporate training programs, and most of it is utterly useless.

A Harvard Business School paper called “The Great Training Robbery” found that most corporate training fails to produce lasting change, because the gravitational pull of the existing environment reverts people back to their previous behaviors.

In other words, if the environment doesn’t change, any behavioral change won’t last.

Why You Can’t Fix This With Awareness

It’s really important to recognize your Pattern-Environment Loops.
But knowing the Loop doesn’t fix it.

You could be told you’re a micromanager. Maybe you even believe it. So you will try to change your behavior and delegate more.

But when you do, the quality drops. Not because your team is incapable, but because the environment is built on the assumption that you are the last line of defense.

Just removing you doesn’t magically self-correct the environment. It collapses it.

That’s not proof that you need to micromanage.
It’s proof that your environment was built to require it.

Awareness tells you there’s a problem.
It doesn’t tell you how to rebuild the environment that’s perpetuating the problem.

The Pattern-Environment Loop | The Best Leadership Newsletter for VPs and Managers

You Don’t Break The Loop By Changing Your Behavior

You don’t break a Pattern-Environment Loop by changing your behavior. You break it by changing the environment.

  • The micromanager doesn’t need to trust the team more. They need an environment where the team’s work matters before it reaches their desk.

  • The founder’s team doesn’t need more decision-making authority. They need an environment where their thinking is engaged before the decision is made.

  • The COO’s team doesn’t need to ask fewer questions. They need an environment where not knowing the answer is treated as a signal to figure it out, not a signal to ask the leader.

None of that happens by just stopping the behavior.
It happens by building an environment where the behavior isn’t required.

The Trap You’re Standing In

So here are the uncomfortable questions.

  • What patterns are you running right now that used to be your strength?

  • What environment have you created that keeps that pattern necessary?

  • And what would have to change in the environment - not your behavior, the environment - for that pattern to stop being required?

Because the thing you think makes you indispensable is actually the thing that’s keeping you stuck.

Your strengths built the ball and chain, but your environment locked it around your ankle.

And until you change the environment, awareness just means you’ll never find the key to free yourself from your prison.

—

That pattern you’re running right now? It made sense once. It probably still feels important.

But it’s most likely the main thing holding you back.

The free Leadership Diagnostic Workshop shows you exactly what loop you’re stuck in, why the environment is keeping it alive, and how to begin changing it.


PS — My wife read a draft of this. She said it was pretty accurate. Then she reminded me I have a dentist appointment next Tuesday.

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