Debra’s Team

Debra Dobbs

DEBRA is the General of The Dobbs Group and a committed workaholic, with a quirky playful side, though when it comes to her clients she is a fierce warrior. Debra enjoys selling real estate and helping people buy their dream homes. When she can’t work she enjoys growing fig trees, making Wacky Girl Margaritas, and watching movie marathons while snuggling with her daughter Kat and their 4 playful doggies, Winston, Tapper, Stella, and Gigi.

KATE – adaptive, organized and focused, Kate has been in the real estate industry since 2009. With a focus in the West Loop, South Loop, Lincoln Square, North Center, and Gold Coast neighborhoods, Kate brings her patience, tenacity, and empathetic communication skills, to each and every client. Thirteen years of experience in real estate on top of Kate’s background in marketing, project management, and customer service offers her a unique perspective to provide clients with grounded, thoughtful advice and first-class customer service. Kate is fluent in English and Bulgarian.
Josh Feeney

JOSH has been in the real estate world for over 20 years. He started his career as a rental agent in 2000 and transitioned into residential sales in 2002. Josh holds to a set of guiding principles and believes firmly that honesty, authoritative knowledge, and most of all hard work are the inherent traits that set the best agents apart from the pack. Josh embodies each of these traits; clients rave about Josh’s work ethic, passion, and integrity. Prior to joining The Dobbs Group and @ Properties, Josh worked on a real estate team noted as a top ten team in the country. Josh resides in the Lakeview neighborhood. When not working, Josh feeds his passion for photography, travel, SCUBA diving, & animal advocacy.
Kathleen Bradshaw

KATHLEEN has called Chicago home since 2013 and is a third-generation real estate broker. She has a keen eye for detail. Her background in public relations and marketing ensures clients’ needs are heard and clear communication is prioritized. In her free time, she enjoys cooking, planning her next trip, getting creative in an art class, and cheering for the Miami Hurricanes.

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.

IZABELLE is a Chicago native, born and raised in North Center. A marketing alumn from Northern Illinois University, Izabelle has used her business savvy skills to take on the role of Director of Operations at The Dobbs Group. When she is not managing client relations, projects, and marketing, you can find her at the lake front enjoying a jog. Izabelle loves yoga, art, and spending time with her tight knit family. The oldest of 4, Izabelle is the manager you want on your team.

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 (minus the last season!) and responsible for all things beautiful in The Dobbs Group operations, including this website. Interested in design and woodworking. Proudly owned by British Blue cat named Edward.

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.

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.

We are a group of passionate animal lovers! WINSTON, TAPPER, STELLA, and GIGI, our team mascots, bring smiles to our faces and make sure we rest and enjoy our beautiful city. These playful and energetic pups love long walks in the park, naps, shopping for dog treats, and watching Law and Order with Kat and Debra.