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Colby Price Real Estate Advisor

Jameson Sotheby’s International Realty

What was your most interesting job before going into real estate?
My most interesting job before real estate was definitely in the hospitality industry. I spent several years working in fine dining and luxury hotels. My stories from that time don’t even compare to what I’ve experienced in real estate. In other words, bring it on — I’ve seen it all.

Where did you grow up?
I grew up in Newton, Massachusetts, just outside of Boston.

Growing up, what did you want to be?
Growing up, I was always beyond my years in how I thought and the people I surrounded myself with, so I’ve always been deeply curious. I’ve always had a knack for connecting with people from all walks of life. I went through phases of what I wanted to be — whether it was in show business, on the big screen, a nutritionist or even in forensic psychology.

What is Chicago’s best-kept secret?
Chicago’s best-kept secret is its hidden gems — whether it’s the quiet charm of its tucked-away neighborhoods, the vibrant local food scene or the serene lakeside spots where you can escape the city’s hustle.

What do you love most about the industry?
What I love most about the real estate industry is the relationship aspect. It’s more than just transactions; it’s about guiding clients through one of the most important decisions of their lives and helping them achieve their goals. The real reward comes from building lasting connections and becoming a trusted part of their journey long after the deal is done. That’s truly priceless.

What’s your best advice for generating new leads?
Generating new leads works best when I’m actively engaging with people. I hold open houses every weekend, stay connected with my sphere of influence — which often leads to valuable referrals — and prioritize working on my business, rather than in it. By constantly refining my business plan and seeking ways to improve, I ensure that I’m growing and getting better every day.

What has been your greatest accomplishment?
My greatest accomplishment has been taking over a stale listing, turning it into something truly special and selling it off-market for above asking price. This is something I’ve had the privilege of doing more than once, and there’s nothing more rewarding than the satisfaction it brings — for both me and the sellers.

What’s your favorite meal in Chicago?
Some of my go-to spots in Chicago are Le Colonial, Monteverde, and Aba — each offering something unique and delicious.

Architecturally speaking, what is your favorite building in Chicago?
The Tribune Tower is a favorite of mine for its classic Gothic style. The idea of embedding pieces of historic landmarks from around the world into its structure is fascinating.

In 10 words or less, what is your advice for someone new to the industry?
Build relationships, stay patient, and always keep learning and improving.

If you could meet any well-known figure (living or not), who would it be and why?
As an old soul, I’d love to meet Frank Sinatra. His life was filled with triumphs and tribulations, and he lived in a way that felt timeless, a perfect blend of charisma, vulnerability and raw authenticity. I’d want to hear firsthand about his approach to life, his philosophy on love and relationships, and how he balanced being an icon while staying true to himself. His generation had a certain elegance and strength, and I’m fascinated by the wisdom they carried. He also knew my grandparents well, so some family history there.

What’s one thing people are surprised to learn about you?
What people are often most surprised to learn about me is my ability to overcome adversity and keep pushing forward, no matter what life throws my way. I’ve faced more challenges than many will experience in a lifetime — and I’m only 40. But it’s this resilience and determination that keeps me moving forward, always focused on what’s next. The way I see it, we only get one life, and we have two choices: either let what’s gone wrong drag us down and ruin it, or face it, embrace it and choose to live a meaningful life.

What is your favorite vacation spot and why?
My favorite spot is Half Moon in Montego Bay, Jamaica. Every time I’m there, it feels like my own slice of paradise — quiet, with incredible service. It’s the kind of place where I can completely unwind and return feeling truly refreshed.

How do you distinguish yourself from the crowd of agents?
I distinguish myself through my service-driven approach. With a background rooted in hospitality, I prioritize making my clients feel truly cared for. I believe in being present and hands-on throughout the entire process, ensuring they feel supported and fully informed every step of the way.

What is the most difficult aspect of your job?
The most difficult aspect of my job is navigating the emotional highs and lows. Real estate is truly a roller coaster — there will always be that listing you didn’t get or a deal that falls through. The key is knowing how to respond during those times. It’s important to remember that everyone faces setbacks, but it’s how we react that ultimately keeps us strong and moving forward in this business.

What do you do to relax when you’re stressed?
The best way for me to relax when I’m stressed is to step away from the noise and reset. For me, that might mean a yoga class, a long walk by the lake with my pup, a session in the steam room or sauna, or some light meditation.

What are you binge-watching/reading/listening to lately?
I’m someone who enjoys staying informed by watching the news, particularly high-profile interviews. I also love binge-watching series with unexpected twists and turns. I just finished Presumed Innocent, and it was amazing.

What’s your favorite real estate iPhone/Android app?
Zenlist, Canva, Forewarn, Pinterest.

What’s the weirdest thing that’s ever happened to you on the job?
The weirdest thing that’s ever happened to me on the job was when I took an older gentleman homebuyer to a property, only to find that the entire house was filled with explicit art — nudes and dominatrix-themed pieces adorning every room. It was a bit awkward, especially as we made our way through the home, but we both tried to keep our composure. Needless to say, that showing was one for the books.

Who are your favorite people to follow on social media?
Barbara Corcoran, Tom Ferry.

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