About THE SHOW

Dealmaker$ is a long-form conversation series for operators — the people responsible for making decisions, deploying capital, managing risk, and executing at a high level.

Each episode features candid conversations with real estate professionals, business owners, investors, and leaders who have built, scaled, and sustained real-world operations. These are not motivational interviews or surface-level success stories. The focus is on judgment, execution, and the moments where things could have gone wrong.

Through origin stories, market perspective, and deep dives into signature deals and pivotal decisions, Dealmaker$ pulls back the curtain on how real businesses and real real estate actually work — from strategy and structure to negotiation, failure, and follow-through. If you operate in real estate, business, or capital-intensive industries, this show is built for you.