The $100M Entrepreneur Podcast
Feb 11, 2026 · 34 min · 23 segments
Most entrepreneurs try to scale by working harder. John Pennington scaled by changing the structure. In this episode of The $100M Entrepreneur Podcast, Brad Sugars sits down with John Pennington — a…
Stockbrokers make 1.5%, a mortgage broker makes 1%, a general partner makes 20% of the profits? I wanna be one of those guys.
When I was 17, I looked into the mirror, and I don't know why I said this, but I said, "John, you're not afraid of being poor.
John, you're just afraid of being old and poor at the same time." I was like, "Dude, I wanna run a huge, huge company." I, I would look at him and laugh, and we'd la- I'd say, "You know, you and I aren't smart enough to run a big company."
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Stockbrokers make 1.5%, a mortgage broker makes 1%, a general partner makes 20% of the profits? I wanna be one of those guys.
When I was 17, I looked into the mirror, and I don't know why I said this, but I said, "John, you're not afraid of being poor.
John, you're just afraid of being old and poor at the same time." I was like, "Dude, I wanna run a huge, huge company." I, I would look at him and laugh, and we'd la- I'd say, "You know, you and I aren't smart enough to run a big company."