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EPISODE · Sep 25, 2026 · 24 MIN

The People Are the Plot

from Retail Retold

The People Are the Plot What does it take to make a retail real estate deal work? Ask Chris Ressa, and he’ll tell you it starts with people. In this episode, University of Alabama student Asa Moran, host of CRE Simplified, interviews Chris about the lessons he has learned across his career. Digging into the fundamentals of the business, Chris offers lessons for anyone working in commercial real estate. Chris takes Asa inside a complicated grocery deal involving an underperforming store, two competing grocers, a pharmacy that had to remain open during construction, two new leases, and a refinancing. It took far more than finding replacement tenants. It took relationships, coordination, and a team that could keep every piece moving. What stalls a deal? Chris points to an issue that can be easy to miss: knowing who actually has the authority to say yes. Even when the people negotiating agree, a deal can lose momentum if the final decision makers have not been part of the process. His advice applies whether you are working on your first lease or your hundredth. Asa also asks Chris how he found his way into retail real estate, why he moved from leasing into leadership, and what he looks for in new hires. Chris shares the role mentors played in his career and the habits that helped him learn the business: reading widely, building relationships, working hard, and making life easier for his teammates. It is a conversation grounded in the realities of getting deals done and building strong teams. Asa brings a student’s curiosity. Chris brings experience. Together, they get to the point that holds up at every stage of a career: behind every location are people making it work. What You’ll Hear Why the people behind the real estate are what make it work What a complicated grocery deal taught Chris about relationships, coordination and getting to the finish line How Chris learned to shorten the learning curve through reading, relationships and curiosity Why effort became the career advantage Chris knew he could control What wrestling taught Chris about the danger of bad habits that still get results Why having the right decision-makers involved can keep a deal from losing momentum What Chris has learned about building strong teams and spotting potential in young talent Chapters 00:38 — Real estate is a people business Why Chris believes the people behind the property ultimately make the real estate work. 01:41 — Life as a COO How teammates, real estate and clients shape Chris’s day-to-day role. 02:50 — From athlete to leader How wrestling, coaching and mentorship influenced Chris’s move from leasing into management. 05:07 — Learning through complicated deals Chris walks through a grocery transaction involving multiple tenants, a termination, refinancing and a pharmacy transition. 09:11 — Know who can actually make the decision One of Chris’s biggest dealmaking lessons: understand the decision process before you get too far down the road. 11:10 — The danger of bad habits that work Why getting results doesn’t always mean you’re doing things the right way. 14:13 — How Chris found commercial real estate A first job at Sherwin-Williams unexpectedly turns into a career in the industry. 15:25 — Cut the learning curve Why reading, networking and being intentional about learning can accelerate your career. 17:51 — Make yourself valuable Chris explains why he focused early on making everyone else’s job easier. 19:46 — Books that shaped his leadership Three recommendations that influenced how Chris thinks about people and teams. 21:00 — What Chris looks for in young talent Humility, hunger, communication, adversity and the traits that stand out beyond experience. 24:01 — Why commercial real estate stuck The appeal of an industry where the results of your work are visible and measurable.

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This episode is 24 minutes long.

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This episode was published on September 25, 2026.

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