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.

 

The Simple Psychology of Real Estate Recruiting [2nd Edition]

Unlock the secrets of effective real estate recruiting. Revised to include actionable frameworks for sharper execution and to help you turn psychological theory into a repeatable recruiting system.

The Attrition Variables

The Attrition Variables

While these attrition constants still have the greatest influence, there are some emerging attrition variables worth noting. People also tend to leave companies when: They feel like they’re not doing as well as others in their peer group outside the company. They feel like they’re not as far along as they should be at a certain point in life.

The Attrition Constants

The Attrition Constants

If you’re not focusing most of your retention effort on these issues, you’ll miss the mark. If you’re not focusing most of your recruiting effort on exploiting these weaknesses among your competitors, you’re missing the best opportunities.

The Persistence Mindset

The Persistence Mindset

A leader equipped with this mindset can have a profound effect on the life and career of each individual they engage. It works because an agent is getting a real-time glimpse of what it would be like to work on your team. But it only becomes believable when it is persistently applied over time.