Betting the Jockey

Feb 2, 2026

Originally published on Schedulefly Substack

In this highly regarded episode of Restaurant Owners Uncorked, Trey Morgan and Derek Copeland of Sentinel Grove Partners pull back the curtain on the high-stakes world of restaurant real estate and private equity. They discuss s the critical importance of the landlord-tenant relationship, viewing it as a long-term partnership rather than a mere transaction, and discusses the shift toward a “landlord’s market” in high-growth regions like the Sunbelt. Beyond the numbers, Trey and Derek emphasize that successful investing is about “betting the jockey, not the horse,” highlighting how exceptional leadership, staff retention, and clear succession planning are the true indicators of a concept’s longevity in an unpredictable economy.

Takeaways

Interview Your Landlord: A lease is only as good as the people behind it. Talk to existing tenants to see how the landlord handles crises before signing.

Staff Longevity as a Metric: High retention (e.g., staff staying 20+ years) is the ultimate green flag for investors, signaling a healthy culture and operational stability.

The “Landlord’s Market”: In high-growth areas like the Southeast, low vacancy and high demand mean rents are spiking, requiring operators to be faster and more prepared during negotiations.

Banking is still Face-to-Face: Despite digital trends, walking into a branch and looking a lender in the eye is still the best way to secure capital for a restaurant.

The Rule of Three Banks: Operators should maintain 2–3 banking relationships, as individual banks may lose their “appetite” for the restaurant sector depending on the economic cycle.

Inflation Beyond Rent: It’s not just the base rent; skyrocketing “Triple Net” (NNN) costs (taxes, insurance, and maintenance) are the biggest current headwinds for operators.

Succession Planning is Mandatory: Investors need to know what happens if the founder “gets hit by a bus.” A business that can’t run without its owner is a risky investment.

Tenant Mix Matters: Successful real estate development requires a balance; too many restaurants in one center creates parking “cannibalization,” hurting everyone’s sales.

Dial up the Restaurant Owners Uncorked podcast on your favorite podcast player to check out this episode.

- Wil