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.

Focus Less on What Your Competitors Offer

Focus Less on What Your Competitors Offer

While candidates will naturally consider other alternatives (commonly what a competitor is offering), it’s the least important issue for getting them to make a change. During the interview and follow-up conversations, don’t make the mistake of focusing too much time and energy on what your competitors are offering.