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Diane Glass

Berkshire Hathaway HomeServices Chicago

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When the longtime CEO of Berkshire Hathaway HomeServices Chicago stepped down in 2019, the firm chose to pivot to a new leadership team model that’s unconventional for real estate brokerages. Under the new three-person executive team, Diane Glass, chief operating officer (COO), Mark Pasquesi, president of Brokerage, and Joe Stacy, senior vice president and general sales manager, jointly lead the firm.

As COO, Glass is responsible for delivering operational and organizational excellence to maximize agent success.

“A strategic executive team instead of a traditional CEO role is new in residential real estate,” says Glass, adding that the leadership model is common among tech and fast-moving companies. “It’s based on the really simple idea that more people, more ideas, and more expertise create an agile and connected environment.”  

As COO, Glass is responsible for delivering operational and organizational excellence to maximize agent success. Her priority is having strong organization health where the right people in the right places with the right resources are empowered to create an exceptional workplace environment. She envisions a frictionless workflow that drives agent productivity, blending a comprehensive technology stack with white-glove service to agents. 

Berkshire Hathaway HomeServices Chicago is one of Chicago’s largest brokerages and among the top 10 within Berkshire Hathaway HomeServices nationally. Glass has been with the company for a dozen years, and she’s widely respected as a thought leader on technology platforms and training programs. Previously, Glass was vice president of Agent Development, director of Training and Education, assistant branch executive and technology trainer. She holds an M.A. degree in education and a B.A. degree in psychology.


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