
163: Doing Business the Right Way with Joe III, Joe IV, & Ben Cherry
From Anything But Typical by Gary Frey & Ben McDonald
February 24, 2026 · 1h 15m · Episode 164
About this episode
The episode discusses the values and principles behind Cherry & Associates, focusing on doing business ethically and prioritizing client welfare over short-term gains.
“It’s not about us.” – Joe Cherry IV Long before Cherry & Associates was a three-man team, it was a father at 39, staring down the risk of starting over. New city. Commission-only real estate sales. Kids who could sense that the math at the kitchen table didn’t quite add up. Joe Cherry III’s sons didn’t understand spreadsheets or market cycles. But they knew this: there were opportunities that would have paid well — and their dad said no. They heard late conversations about faith & risk. About whether protecting a client’s long-term future mattered more than protecting their family’s short-term comfort. About what it means to live with your name on the door. And they saw what conviction costs: Discount groceries. Honest family meetings. The quiet weight of doing the right thing. Then they left. One entered Ranger School. The other commanded tanks. Different arenas. Same refining fire. When they came back, it wasn’t to inherit something easy. It was to join something tested. Today, when the three of them sit across from a client, the conversation doesn’t sound like three salesmen competing for airtime. It sounds like three men asking what’s right for the client — &…
People in this episode
Hosts: Gary Frey, Ben McDonald
Guests: Joe Cherry IV, Ben Cherry
Topics covered
- business ethics
- real estate
- family values
- client relationships
- risk management
Keywords
- business ethics
- real estate
- family business
- client care
- risk
- integrity
- values
Mentioned in this episode
Organizations: Cherry & Associates, CherryAssociates.com
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