Our Team

Tyler Gregory

Real Estate Broker

As a third generation Broker, Tyler acquired a deep-rooted interest in understanding and mastering the real estate market at an early age. Over the years, Tyler has gained an invaluable and robust comprehension of market dynamics regarding both local and global markets, and he walks with a steadfast pace towards continual learning with each additional year he puts under his belt. He consistently presents well-founded advice, transparency, and commitment with a personalized experience to his clients. 

The devotion to his craft and to his clients run deep through each decision he makes. He offers an unmatched level of professionalism, communication, and preparation to ensure the highest level of service. Tyler recognizes the gravity of being prepared because anything is possible.

Tyler is a resident of Downtown Chicago’s River North neighborhood and when not engaged with clients, he thoroughly enjoys various physical activities, traveling, dining, and spending time with Ryker (Tyler’s pup), friends and family.

Eli Masud and his team are great! The entire transaction was handled with professionalism and clear, prompt communication. Eli took all of the anxiety out of the hom...
Brian King
Eli at Second City Agents is the best in the biz! Communication is A+, attention to detail and overall knowledge is A+ and feeling like you are in good hands A+. Wil...
Bobby Koertgen
Eli and Sal were wonderful to work with. They were very transparent which we needed as first time buyers. We had tons of questions that they were able to answer. It...
Maggie Wall
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Every team member has deep roots in their local neighborhood, bring specialized business skills to the table, and has a hardworking mentality coming from a competitive athlete background. Make Second City Agents YOUR First Choice!
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