A North Shore native, James Hillis enjoys a lifelong affinity for the Midwest that, in his words, has been “impossible to shake.” Today, James splits his time between Chicago and Galena, Illinois — a picturesque town in northwest Illinois less than three hours from the city — and maintains parallel MLS membership in both areas to offer comprehensive real estate services to residents throughout Chicagoland and Illinois.

James pursued a career in the arts after attending Berklee College of Music, working as an artist manager, concert producer, and institutional fundraiser before shifting into business development. As an agent, he leans on this broad background for insightful analysis, relationship building, and sharp negotiation. James is deeply proud that work has always focused on engaging and activating audiences, and on bringing abstract ideas to action. Whether you're seeking a residence in the heart of the city or an accessible retreat that feels world away, James draws on critical, first-hand knowledge and strong community connections to identify great neighborhoods and valuable opportunities for his clients. And for sellers, James designs an informed, individual strategy that brings a strong return on investment.

Outside of work, James is an avid cyclist and volunteer. He runs the Ten Thousand, a free community-driven annual cycling event that is considered one of the most challenging rides in the Midwest! Whether you’re an experienced cyclist or a more casual rider, James is excited to offer the best recommendations for local trails and outdoor destinations in your area. And you can count on James to bring the same leadership, care, and can-do approach to your real estate opportunities.