The Chicagoland Guide

The Chicagoland Guide explores how the Chicagoland area actually works, through conversations about housing, infrastructure, development, and the civic decisions shaping the region’s future. Hosted by Aaron Masliansky, a Chicago-area real estate advisor and urban planning graduate, the show features in-depth discussions with mayors, developers, policy leaders, business owners, and cultural institutions. Rather than surface-level neighborhood highlights, each episode examines the forces influencing growth, investment, and community life across Chicagoland. For residents, investors, and civic leaders who care about long-term thinking and how place shapes opportunity, The Chicagoland Guide offers thoughtful, grounded conversations about the region’s trajectory.