Darren Kittleson

Madison, Wisconsin, United States

Keller Williams Realty

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Available for:
Video Call

I love the diversity of working as a real estate broker. Every day is different. Each transaction is unique and each client a distinct. I especially love training new and experienced salespeople and coaching them to be the best salespeople they can be.

I have been in residential real estate sales since 1989. During that time I’ve built a strong sales business closing, on average, over 75 transactions each year for 10 years. I’ve been a real estate broker since 1990 and launched a Keller Williams franchise in January 2003. Since that time, we’ve grown to four locations with 185 agents. I serve as operating principal and broker for all four locations. I’m proud to say, we have been profitable every year, even during the downturn of the real estate markets.

Here’s just a bit of what we can cover in our PivotPlanet session(s):
• How mindset affects sales performance
• How to align your conscious thinking (goal setter) with your unconscious thinking (goal getter)
• How to accomplish your full potential in sales
• A strategy for weighing the pros and cons of each sales situation and how to determine how much information to share with your clients
• So many salespeople know what it takes to be successful in sales—yet far too many get stopped taking the actions necessary. I can motivate you to be the best salesperson you can be.
• And anything else you want to ask about the profession I love!


I started in real estate as a way to earn an income while I was an actor in Chicago in my early 20s. I wanted something more than bartending and waiting tables. Little did I know back then how much I would fall in love with this work and what I would accomplish.

In addition to being a real estate broker, since 2009, I’ve been a professional speaker and trainer. I train other real estate and mortgage professionals how mindset impacts sales performance. I travel more than 40 weeks a year and train specifically on high performance sales, creating a company culture that nurtures performance and how to align thinking with the sales performance they desire.

I've had the opportunity to do so many things within the industry. I've served on our local Realtor Board of Directors and served as its president in 1999. I was named “Realtor of Distinction" by this organization in 2001.

Our company was recently named “Best Place to Work” by Madison Magazine. I’m very proud that my staff and associates took time to vote for this and have truly stated they enjoy the environment we’ve created for them to thrive in their own businesses and careers.

I have traveled to Haiti with three of my agents for a mission trip. The opportunity to expose them to the challenges facing the people of Haiti and our opportunity to impact their lives has been incredibly gratifying for me as well. I have more trips planned for the future and will include more of my sales associates.

Request a Meeting


Available for:
Video Call



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