Wealthy Way How a $25K Lesson + a Shipping Disaster Turned Into a Multi-Million Dollar Empire
Nov 23, 2025
From selling T-shirts at 17 to a shipping disaster that birthed a successful swimwear line, the guest shares his entrepreneurial journey. An intriguing choice between upfront cash and royalties for life showcases the power of long-term thinking. He recounts high-stakes gambling while trying to turn pro in golf alongside future legends. A valuable $25K lesson in money discipline highlights crucial life lessons. The discussion also contrasts the early days of e-commerce with today's tech-driven landscape, revealing how barriers to entrepreneurship have significantly lowered.
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Shipping Mistake Created A New Product
- A shipping/inventory mistake forced mix-and-match swimwear and transformed the product offering.
- That error led to innovation and ultimately an acquisition by Venus Swimwear.
Chose Royalties Over A Big Lump Sum
- Venus Swimwear offered either $2.47M cash or $250K plus a 9% perpetual royalty.
- He took the royalty option and still receives checks decades later.
Perpetuity Beats One-Time Windfalls
- Choosing a perpetuity can outperform a large upfront payment when you lack discipline with spending.
- His CPA advised the royalty because an upfront windfall would likely be squandered.