Chris Dempsey

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Chris Dempsey_nobackground
Chris Dempsey_nobackground

About me

Less stuff. More memories and experiences!

Born in Boston, Massachusetts, and raised in the Metro Detroit area, my journey has taken me through several industries before finding my passion in real estate. I earned degrees in Marketing and Accounting from Loyola University Chicago, followed by an MBA from the University of Dubuque. Before entering real estate, I spent 13 years leading a foodservice and packaged goods distribution company across Iowa, Illinois, and Wisconsin, followed by a career in hospitality technology.

Today, I'm a licensed Real Estate Broker in Iowa, Illinois, and Wisconsin and proudly serve as the Sales Manager at The Team. I have a passion for the economics of real estate, but what I enjoy most is the people. Whether I'm helping clients navigate one of the biggest financial decisions of their lives or coaching our agents to grow their businesses, I love being part of their success.

As Sales Manager, there's nothing more rewarding than helping our agents set goals, overcome challenges, and celebrate their wins. I believe success is built through hard work, strong relationships, and a team that genuinely supports one another. When one of us wins, we all win!

Outside of real estate, my greatest joy is spending time with my wife and our four children. We're a family that loves staying active, whether it's baseball, basketball, football, boating, golfing, camping, or traveling together. I'm also a recreational runner who has taken on the challenge of running marathons!

Giving back to the community is equally important to me. I'm proud to be involved with organizations including the Dubuque Area Chamber of Commerce, Rotary Club, and 100+ Men Who Care, all working to make our community an even better place to live.

At the end of the day, I believe life is about the relationships we build, the experiences we share, and the memories we make along the way. Real estate gives me the opportunity to help others create all three!

Licensed

REALTOR® | Broker Assocaite | Sales Manager

How can I help

Your Situation Is Specific. Your Strategy Should Be Too.

No two clients, homes, or goals are the same. I take the time to understand your situation and build a strategy that aligns with your timeline, priorities, and the outcome you want to achieve.

Buy with confidence

Find Your Dream Home

Position your home to win

Sell with confidence

Get a Cash Offer

Get all-cash offer

Clear steps. No guesswork.

A simple process, from start to finish.

No two clients, homes, or goals are the same. We take the time to understand your situation and build a strategy that aligns with your timeline, priorities, and the outcome you want to achieve.

#1

Start the conversation

We learn your goals, timing, and what matters most.

#2

Build the right plan

We map out the strategy, whether you're buying, selling, or investing.

#3

Execute with confidence

We handle the details and guide you all the way to closing.

Schedule a Call

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Modern two-story house with a sleek design, illuminated exterior, and landscaped front yard during twilight.

Don't be a stranger

Let’s Connect

Want to chat about the market, your goals, or just get some advice? Send a message and I’ll be in touch soon.