Debra Dobbs

DEBRA is the General and a committed work-a-holic, with a quirky playful side, though when it comes to her clients she is a fierce warrior. Debra enjoys working. When she can’t work she enjoys growing fig trees and watching movie marathons snuggled up with Kat and their 3 doggies.

KATHARINE Dobbs is continuing the family business by joining her Mother’s team. Growing up in Chicago, accompanying Debra to countless showings as a youngster, and a knack for identifying up and coming neighborhoods has given this gal a leg up in beginning her career in real estate. When she’s not working as part of the operations dynamic duo, you’ll find her sailing along the lakefront, cooking up a storm, or planning her next weekend getaway..


ALYSSA – this Florida native has proven that she is capable of keeping up with the fast paced and ever changing Chicago real estate market while balancing her clients’ needs and keeping an eye on new opportunities. Her affinity for interior design and eye for detail gives us a unique edge in preparing a home for the market. In her spare time, you can find Alyssa with her four legged children at Montrose dog beach or restaurant hopping in her favorite neighborhoods!

LUCY is a proud UIC alum, with a Bachelor’s Degree in communication and a minor in political science. Her focus in marketing, interpersonal comm, and event planning makes her an essential member of Debra’s operations team. Born and raised on the North Side of Chicago, Lucy loves music, shopping, going to the gym, traveling, and absolutely anything French. She’s also an avid sports fan with a particular penchant for the Chicago Cubs. Sox fans beware.

EVA is the yang to Debra’s yin, or is it the other way round? and best described as a night owl, coca cola addict, Game of Thrones devotee and responsible for all things beautiful in Team Debra operations, including this website. Interested in design and woodworking. Proudly owned by British Blue cat named Edward.

LYUBKO is our trusty operations consultant and founder of He helps with choosing and integrating all of our tech tools and data needs. He has masters degrees in International Economics, International Business, and Organizational Communication. Lyubko is passionate about environmental protection and usually bikes to all our meetings. He is also an avid snowboarder, skier, kite-boarder and future sailor.

MICHAEL is our SEO and internet wizard, master gardener, amazing chef and trouble genius. Also happens to be my brother. Michael spends 3 months in Chicago every year and is really the work-horse when it comes to making Limoncello, Spresatta and Giardinera, while his sister takes all the credit.

COLETTE brings smiles to our faces, and makes sure we all get some time to rest and enjoy the city. She loves long walks in the park, naps, shopping for dog treats, and watching Law and Order on TV with her brother Sam.