“Building a life made of moments, the places I go, the people I meet, and the work that feels worth doing.”

I’m Caleb, a Chicago-based entrepreneur and strategist who’s equally passionate about building meaningful companies and exploring the world. I’ve always been driven by curiosity, connection, and the feeling that life is meant to be experienced fully. Whether I’m working with federal agencies, leading a creative team, or getting on a plane to somewhere new, I try to approach everything with intention and openness.

Professionally, I lead Viceroy NM as CEO, a growing federal contracting firm focused on procurement, logistics, supply chain management, and AI/ML integration for U.S. government agencies and national labs. I also serve in the emerging-technology space as Managing Director of Government Affairs for TechTransient AI, helping bridge advanced AI/ML research with real-world implementation. On the creative side, I own C.C. Photo & Video, a media company that grew from a one-person passion project into a multi-state team producing weddings and commercial content.

But beyond titles and companies, I’m someone who loves exploring new cultures, trying new food, discovering hidden bars and restaurants, and diving into a great bottle of wine. Travel and aviation have always inspired me, airports feel like a second home, and I enjoy the way each trip shifts my perspective just a bit. At the end of the day, I want to build things that matter, enjoy the people I’m lucky to share life with, and keep chasing the kind of experiences that make everything feel worth it.