Caitlin Smith Skogsbergh

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Caitlin Smith Skogsbergh

Growing up in Chicago's western suburbs, Caitlin developed an early passion for all things real estate. After graduating from Miami of Ohio, she joined the DMG team and was quickly elevated to Dawn McKenna Group's Chief of Staff. In this role, she spent two years working alongside Dawn learning the ins and outs of the business. She also spearheaded the branding, marketing, and advertising campaign for DMG’s expansion in 2017 to downtown Chicago and Naples, Florida from its Hinsdale base. As a millennial, Caitlin's willingness to tackle any challenge head-on and her unique and highly valued digital and marketing skillset has quickly made her an integral part of the DMG team.

While serving as Chief of Staff, she also started the DMG Rental team, growing it into the #1 rental group in Illinois. The growth was driven in part by traveling to various Midwest colleges and universities to provide guidance to second semester seniors on renting in Chicago. She eventually placed hundreds of renters ranging from recent college graduates to empty nesters moving back to the city. 

Caitlin has since transitioned to full time property sales as the team co-lead for DMG's downtown Chicago market. Over the past few years, she has been involved in over $50 million in real estate transactions throughout Chicago, and is excited to use her skills and experience to help many more clients find or sell their Chicago home. 

When she is not working, Caitlin enjoys keeping up with the Chicago restaurant scene as a self-proclaimed foodie, or walking her dog around Southport Corridor or along the lake with her husband. 

Caitlin Smith Skogsbergh


We offer the highest level of expertise, service, and integrity. The Dawn McKenna Group is the #1 leading real estate team in the entire state of Illinois for Coldwell Banker. With offices in Chicago’s Gold Coast, the prestigious Chicago suburbs of Hinsdale, Lake Forest and Winnetka, and on 5th Avenue in Naples, Florida, the Dawn McKenna Group agents are ready to serve you where we live, work and play. Whether buying, selling or renting, you can count on the Dawn McKenna Group’s Local Expertise and Global Reach.

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