The Chicagoland Guide is a multimedia platform dedicated to exploring the places, people, and stories that shape Chicago and its surrounding suburbs. Created and hosted by real estate advisor and urban planning expert Aaron Masliansky, the Guide serves as a trusted resource for anyone seeking to understand—and experience—the richness of Chicagoland.
Whether you’re a lifelong resident, a prospective homebuyer, an investor, or simply someone who loves the Chicago region, The Chicagoland Guide brings together local knowledge, community storytelling, and real estate insight in one place.
What We Do
The Chicagoland Guide goes beyond typical neighborhood overviews.
We highlight the forces that make communities thrive—businesses, architecture, schools, parks, transit, culture, and the people who bring them to life.
Through our podcast, social content, interviews, articles, and neighborhood features, we provide:
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Real estate insights and neighborhood-level market perspective
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Profiles of Chicago and North Shore communities
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Conversations with business owners, civic leaders, and cultural influencers
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Spotlights on local businesses, from hidden gems to iconic institutions
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Stories of community change, development, and growth
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A behind-the-scenes look at how Chicagoland’s neighborhoods evolve
Our mission is simple:
Help people understand where they belong, where they might invest, and what makes Chicagoland extraordinary.
Why It Matters
Chicago is a region of neighborhoods—each with its own identity, history, and future.
The Chicagoland Guide helps residents and newcomers cut through noise, uncover authentic local perspectives, and make confident choices about where to live, work, build, and explore.
This isn’t generic content.
This is deeply informed, curated, hyperlocal insight shaped by Aaron’s background in:
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Urban planning
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Real estate development
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Brokerage and market strategy
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Global real estate
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Civic leadership
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International community work
The Guide brings all of this together to create context, clarity, and connection.
Meet the Host
Aaron Masliansky is a lifelong Chicagoland resident, real estate advisor with Compass, and respected voice in community storytelling. With degrees in Urban Planning and experience in real estate development, global real estate leadership, and civic engagement, Aaron brings a level of depth unusual among local commentators.
He has interviewed mayors, global experts, CEOs, cultural leaders, and local entrepreneurs—appearing in the Chicago Tribune, moderating programs for major institutions, and hosting multiple successful podcasts.
The Chicagoland Guide is the culmination of his local expertise and his belief that neighborhoods are defined by their people, stories, and shared spaces.
Who We Serve
The Chicagoland Guide is built for:
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Homebuyers & renters seeking the right neighborhood fit
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Chicago & suburban residents wanting to rediscover their city
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Investors evaluating opportunities in a dynamic regional market
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Local businesses looking to share their story
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New arrivals and relocators, local or global
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Anyone who wants to understand Chicagoland on a deeper level
How to Connect
Explore our latest episodes, neighborhood features, and insider content at:
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Instagram: @thechicagolandguide
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YouTube: The Chicagoland Guide
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Facebook: The Chicagoland Guide
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Podcast Platforms: All major players
For real estate guidance, neighborhood consultations, or speaking inquiries, connect with Aaron through the Masliansky Team at Compass.
Why Choose The Chicagoland Guide?
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Deep Expertise: Urban planning + real estate + community leadership
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Authentic Insight: Ground-level conversations with the people shaping Chicago
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Comprehensive Coverage: From downtown to the North Shore and beyond
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High-Quality Storytelling: Engaging interviews, clear analysis, and compelling visuals
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Global Perspective: Understanding Chicagoland locally and globally
