How to Interview an Entrepreneur

by | Nov 21, 2025

Individuals with entrepreneurial tendencies usually make good real estate agents.

Yesterday, I identified four traits to help you quantify this nebulous idea.

With this information, the next step is to develop a set of open-ended interview questions designed to uncover these characteristics.

So how do you ask these questions?

Avoid questions like: Do you feel like you’re trustworthy?

It’s not open-ended and gives your agenda away by asking it this way.

Instead, use questions like:

Wow, in your current job you seem to have adapted to several challenging circumstances.

What are some other situations in your life where you have had to adapt quickly?

Once they share a couple stories (that you’ve guided them to share), you can close this portion of the dialog with a comment like this:

Based on what you shared, you seem to be a very adaptive person.

This is very interesting because most of our high-performing agents have this trait, as well.

Connecting their stories to the traits of your agents creates a perception of fit.

And this is the goal of every interview.

 

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 Library Effect

The Library Effect

The Library Effect is something you can easily apply to recruiting, and it’s one of the reasons that accountability groups are so effective.

Just getting together with other hiring managers and recruiting for a set period of time each week will short-circuit many of your recruiting excuses.