The Chicagoland Guide is a media and conversation platform focused on how Chicago’s neighborhoods, institutions, and communities actually work. Created and hosted by real estate advisor and urban planner Aaron Masliansky, the Guide explores the people, places, and systems that shape life across the city and the North Shore. It is built for residents, buyers, business owners, and civic leaders who want a deeper understanding of where they live and why it matters.
Rather than surface-level profiles or promotional content, The Chicagoland Guide centers on informed, long-form conversations and field reporting. Through interviews with planners, developers, public officials, entrepreneurs, and community leaders, the platform examines how housing, infrastructure, policy, culture, and investment intersect at the neighborhood level. The goal is to bring clarity, context, and perspective to complex local issues.
The work is shaped by Aaron’s background in urban planning, real estate development and brokerage, market analysis, global real estate, and civic leadership. Having advised hundreds of clients and participated in major regional and international initiatives, he brings a rare combination of practical experience and systems thinking to local storytelling.
Aaron Masliansky is a Chicagoland-based real estate advisor with Compass and the creator of The Chicagoland Guide. He holds bachelor’s and master’s degrees in Urban Planning and began his career working for a Chicago real estate developer before becoming a broker. He has interviewed mayors, executives, planners, and cultural leaders, moderated public programs for major institutions, and served in leadership roles within professional and nonprofit organizations. His work reflects a belief that strong neighborhoods are built through thoughtful planning, honest dialogue, and long-term stewardship.
The Chicagoland Guide serves homebuyers, residents, investors, local institutions, and newcomers who want more than headlines or hype. It is for people who care about place and want to understand Chicago at a deeper level.
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