Hey Unfiltered Folks,

Answer: Then why aren't you challenging them?

You're keeping them comfortable.
You're giving them the same tasks over and over.
You're not pushing them to grow. So they leave.

This is your failure. You're not leading. You're babysitting.

That's boring. High performers need challenges. You're not giving it. That's on you.

They won't care like you do. That's unrealistic.

But high performers want to be stretched. That's different from expecting owner-level obsession. Give them growth, not repetition.

You're keeping them in their comfort zone because it's easy for you. Meanwhile, they're dying of boredom.

Question to Consider: When's the last time you gave someone a project that scared them?

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Why: High performers leave boring jobs, even if they pay well.

Here's what's happening: someone is crushing their role.
They're doing great work. You're happy.
So you keep giving them the same work.
Bigger volume, sure. But same work.
They master it. Now they're bored.
They ask for more. You say "we need you here."

Translation: I'm not willing to train your replacement so you can grow.

They get frustrated. They interview elsewhere. They leave.

The cost? You lose your best people to boredom. The ones who stay are the ones comfortable doing the same thing forever.

Now your team is full of people who don't push. Your growth stalls. Meanwhile, your best people are building amazing things at your competitor.

You trained them. They're using those skills somewhere else. All because you wouldn't challenge them.

You wanted them to stay comfortable because that was comfortable for you.

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Action: Give your best people scary projects this week.

Projects they might fail at. Projects that stretch them.
Coach them through it.
Let them struggle.
Let them grow.

If they fail, coach harder.
If they succeed, promote them.

If you're not challenging your best people, you're crushing them slowly. They'll leave for someone who will.

Stay Unfiltered,
— Andy

P.S. TYou trained them. They're using those skills somewhere else. All because you wouldn't challenge them.

P.S.S. Buy my book to get 75 of the most painful leadership problems and fixes.