Diane Glass

In 2025, Diane Glass, CEO of Berkshire Hathaway HomeServices Chicago, fundamentally reimagined the brokerage office for the modern era. Recognizing that today’s productive agents require flexible, tech-forward environments rather than traditional cubicles, Glass spearheaded the relocation and redesign of four major offices, including the firm’s flagship Michigan Avenue location. These new spaces, along with recent openings in Libertyville and Evanston, prioritize natural light, open floor plans, and a “hip design vibe” modeled after the firm’s successful Lincoln Park office. This strategic shift has transformed physical branches into vibrant hubs of social connection and seamless professional support.

Beyond office innovation, Glass launched the “Move Confidently 3.0” ad campaign, using bold colors and energetic taglines to better resonate with the 2025 consumer. Her commitment to fostering a premier professional environment led to the firm being named a No. 1 Top Workplace by the Chicago Tribune—an honor reflecting the collective feedback of over 1,000 brokers.

“I find learning and implementing what people need most to flourish in their roles highly rewarding,” says Glass. “I enjoy working with talented real estate professionals with expertise in a range of areas to creatively improve things for the firm’s agents, staff and clients”