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Jason Wilhite
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16 min · October 26, 2026

Four Companies, One Brain: How Not to Drop the Ball

Jason runs a fintech, a travel company, a solar business, and an entertainment shop — all at once. Sarah digs into how he keeps any single one of them from quietly falling apart.

Sarah: So I was at a dinner last week — friend of a friend, runs a coffee roasting business — and she finds out what you do and she goes, 'Wait, he runs how many companies?' And I said four. And she just stared at me like I'd said you had four spouses.

Jason: Ha. That's honestly the more accurate comparison than people realize.…

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