Why the Best Leaders Ask the Most Questions

by | Jul 9, 2025

High-performing leaders are always searching for the hidden problem holding back their progress.

Why?  Because the surface problem often turns out to be an external symptom of a deeper underlying issue.

And by nature, humans are incredibly stubborn, short-sighted, committed to their biases, and unable to assess their own blind spots.

Because of this blindness we often need the input of others and a fresh set of eyes to help us see through the symptoms and locate the core roadblocks.

This is one of the reasons that high-support brokerage models and agent coaching have continued to flourish in the real estate industry for decades.

But even great input from a trusted source will not illuminate problems unless it’s combined with an important character trait that most great leaders possess.

That trait is humility.

To flourish, a leader must be humble enough to actively search for what they might be missing.

Humble leaders ask questions…lots of them.

They always want to know:  What’s going on out there? What could I be missing?

Also, humble leaders don’t experience a mistake or a failure as an insult to their ego because they are free to self-examine and improve.

Input from others and humility—a powerful combination for escaping the ruts that hold you back.

 

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