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Developing Your Judgement

One of the best managers I had in my early 20’s almost never gave me answers.

At first, I thought he was being unhelpful.

Whenever I brought him a problem, he responded with another question.
“What do you think is causing it?”
“What options have you considered?”
“What would you do if I weren’t here?”

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Honestly, at times, it frustrated me. I wanted speed. I wanted

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direction. I wanted someone with much more experience to simply tell me the “right” answer so I could move on and tackle my heavy workload.

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Instead, he made me slow down and think.

What I didn’t realize was that he wasn’t trying to solve my problems. He was trying to develop my judgment.

Over time, something changed. I started preparing differently meetings. I started asking myself questions and thinking deeply about the situations. I began anticipating trade-offs. I stopped bringing questions to him and started bringing possible solutions. I became more proactive.

Most importantly, I became more confident making decisions without waiting for permission.

That manager taught me something I still carry today:

Good leaders don’t create dependence. They create thinkers.

There’s a big difference between managing tasks and developing people. One produces short-term efficiency. The other builds long-term capability.

Now, whenever someone comes to me with a challenge, I try to remember that lesson. Not every situation needs an immediate answer.

Sometimes the most valuable thing a leader can do is create space for someone else to think critically, wrestle with uncertainty, and grow.

Because eventually, the goal isn’t to have people who always need your guidance. It’s to help build people who can lead themselves and become great leaders.

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