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Brittany Simon Real Estate Broker, Compass

What was your most interesting job before going into real estate? Ad sales working under the VP at Turner Broadcasting for TBS and TNT.

Where did you grow up? Downers Grove, IL

Growing up, what did you want to be? A singer and a lawyer

What do you do to relax when you’re stressed? Go for a walk with my mini goldendoodle, Snoopy, or snuggle with my 10-month-old daughter, Phoenix Rose.

If you could meet any well-known figure (living or not), who would it be and why? Diane Sawyer — I went to college for journalism and for a bit of time I tried to break into the journalism world. I feel like she has met so many noteworthy people that she would have the greatest stories.

What is Chicago’s best-kept secret? Columbia Yacht Club! Iconic Chicago club that is affordable and so much fun! The staff is amazing and becomes family and its family friendly, too.

What do you love most about the industry? I love that one day something may go wrong, whether it’s a deal falling through or clients deciding to work with someone else, and the next day you can have a random person call you to sell their home. No day is the same, and I usually find when something goes wrong, something else will go right rather quickly. Helps me to always have faith things will work out and to stay calm and positive throughout it all.

How do you distinguish yourself from the crowd of agents? I distinguish myself as someone who is always willing to go the extra mile and assist in painting and cleaning or just being someone my clients can vent to. However, I can position myself to truly help and understand what my clients need. The home buying and selling process can trigger a lot of different emotions, and I find sometimes people just want someone to listen. I also pride myself that I can always be reached.

What is the most difficult aspect of your job? Relaying bad news is always my least favorite part of my job, but at times it is necessary. If it needs to be done, I try to tackle it right away and always relay the message either in person or on the phone — never text if I can avoid it.

What’s your best advice for generating new leads? Facebook is an amazing source as long as you take the time to call them and follow up!

What has been your greatest accomplishment? My greatest accomplishment so far has been beating my prior year’s numbers each year I’ve been in the business.

What are you binge-watching/reading/listening to lately? I just finished “Succession” on HBO, which was very intriguing — now I need to find something new!

What’s your favorite meal in Chicago? This is a tough one since I love to try new places and new cuisines but one my of favorites is the chicken and french toast at Somerset in the Viceroy Hotel

Architecturally speaking, what is your favorite building in Chicago? I would say the Tribune Tower. It’s where I landed my first job out of college and it’s a place I always look for when I’m going down Michigan Ave.

What’s the weirdest thing that’s ever happened to you on the job? There’s a lot but one that stands out is on a final walk through on a vacant house there was a squatter in the home, and he had locked his dog in the basement and it was a total fiasco. Not only did the police have to get involved but also animal control. Miraculously, we still closed a few days later!

What’s one thing people are surprised to learn about you? I have a sister who is 22 years younger than me!

What is your favorite vacation spot and why? Thailand — anywhere there! My husband and I traveled all around Thailand for our honeymoon and each place we visited was more amazing than the last. The beautiful islands, friendly people, and amazing food were the best we have ever experienced.

In 10 words or less, what is your advice for someone new to the industry? Don’t give up! Believe in yourself and keep going.

What’s your favorite real estate iPhone/Android app? dotloop

Who are your favorite people to follow on social media? Usually motivational people or restaurants.

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