What the Best Retail CEOs Know About Real Estate (That Most Don’t)

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By The Greenberg Group Insights Team

Ask a top-performing retail CEO what drives their growth, and you’ll hear familiar answers: product, people, and brand. But there’s a fourth factor that often separates category leaders from everyone else—real estate strategy.

The best CEOs understand that real estate isn’t just where a store exists; it’s how a brand expresses itself, captures customers, and compounds value. They treat every location like a capital investment, a marketing asset, and a customer touchpoint—all in one.

At The Greenberg Group, we’ve spent nearly four decades advising retail leaders who think differently about their footprint. Here’s what the best know that most don’t.

1. Real Estate is a Brand Decision, Not Just a Financial One

Top CEOs see every site as a brand statement. They know that the right corner, co-tenancy, or visibility can communicate as much about the brand as its advertising does. They don’t chase cheap rent—they chase relevance.

When CEOs lead with brand intent, the numbers tend to follow. The right location supports higher traffic, stronger margins, and lasting loyalty. The wrong one drains both capital and confidence.

2. Growth Without Discipline is Just Expansion

Opening stores is easy. Opening the right stores is hard. The best CEOs focus on portfolio quality before portfolio quantity. They understand that each new lease is a long-term commitment of time, capital, and brand equity.

They demand data-driven discipline: market rankings, demographic validation, co-tenancy logic, and post-opening performance reviews. In other words, they hold their real estate decisions to the same standard as any other strategic investment.

3. Local Knowledge Still Wins

Even in an age of advanced analytics and mobility data, the best CEOs know that someone still has to walk the block. They value partners who combine data with human insight—who can tell them not just what the numbers say, but what the street feels like.

This blend of art and science is what turns analytics into advantage. It’s why many of our long-standing clients describe TGG as their “eyes and ears on the ground” in markets they don’t yet know—but want to win.

4. Negotiation is Strategy, Not Transaction

Elite CEOs understand that the economics of a lease ripple through the business. They see negotiation not as a one-time event, but as a lever for long-term value creation. Every basis point saved—or dollar of TI gained—extends runway for reinvestment.

They also know that the best deals aren’t always about price. They’re about structure, flexibility, and alignment between brand and landlord. The most effective negotiators protect both sides of the table, building relationships that pay dividends across multiple markets.

5. They Never Stop Learning From Their Portfolio

Data isn’t just for finding the next site—it’s for improving the ones you already have. The best CEOs treat every store as a feedback loop. They track performance metrics across markets to refine their criteria and optimize future deals.

That learning culture turns real estate into an evolving playbook. It also builds organizational resilience when markets shift or growth slows.

The Greenberg Group Perspective

Over 35 years, we’ve seen that the most successful retail leaders treat real estate not as a line item—but as a strategy. They blend financial discipline with creative intuition. They seek truth in both the data and the details. And they know that a strong partner can multiply the impact of every decision.

Ready to lead your next expansion with confidence?

Connect with The Greenberg Group Insights Team to explore how elite retailers align their real estate strategy with their brand vision.

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