The School of Greatness
The School of Greatness

744 How to Find a Business You Love with Daymond John

RISE AND GRIND. You have to give yourself permission to follow your dreams. You might think, “People like me don’t don’t do that,” “I’m not ready,” or “There’s no way for e to succeed.” But no one is going to tell you that you can. You have to know that for yourself. It’s so important. Your belief i

Featured Speakers

Lewis Howes HostDamon John Guest

Topics Discussed

Episode Summary

Executive Summary: Damon John discusses the origins of FUBU and his new book The Power of Broke, emphasizing how scarcity, self-reliance, and experimentation shaped his entrepreneurial path. He explains that seeing fashion made accessible by Black creators inspired him, while early hustles selling hats, pencils, candy, and snow removal taught him to create value, control his destiny, and turn limited resources into opportunity.

Main Topics: From scarcity to entrepreneurship (Priority: 5/5): Damon frames his journey as one built on limited resources, where necessity pushed him to make and sell products himself rather than wait for permission or outside capital. Early exposure to fashion and creative inspiration (Priority: 5/5): He explains that seeing brands like Cross Colours and Carl Canai made fashion feel attainable, breaking the assumption that only Europeans or older tailors could design clothing. First real clothing sales and the FUBU spark (Priority: 5/5): He recounts selling handmade hats outside the Coliseum Mall on Good Friday in 1989, realizing he could earn money directly from something he created. Mother’s role in learning to sew (Priority: 4/5): His mother initially made clothes out of necessity, then pushed him to sew himself, which became a practical foundation for his later business. Childhood hustles and neighborhood business lessons (Priority: 4/5): He describes selling pencils, candy, shoveling snow, and raking leaves, showing how early micro-entrepreneurship taught him pricing, labor, and leverage. The Power of Broke mindset (Priority: 5/5): The conversation reinforces the idea that a lack of resources can be an advantage because it forces creativity, discipline, ownership, and accountability.

Key Arguments: You do not need wealth or permission to start a business; resource constraints can sharpen creativity and execution. Seeing role models who look like you in an industry can completely change what you believe is possible. Making and selling something with your own hands creates ownership and accountability that salaried work does not. Early side hustles are valuable training grounds for entrepreneurship because they teach pricing, bundling, delegation, and customer value. Failure and success are both direct outcomes of the decisions an entrepreneur makes, so control over the business means control over the outcome.

Data Points: FUBU valuation: $6 billion - Mentioned as a fun fact about Damon John's fashion brand. First clothing sale date: 1989, Good Friday, 3:00 PM - He remembers the exact moment he sold his first self-made clothing items. Temperature at first sale: 37 degrees outside - Describes the weather when he sold hats outside the Coliseum Mall. Age at first clothing sale: 20 - He was 20 when he sold his first article of clothing. First hat materials budget: $40 worth of fabric - He bought fabric to have his mother help make hats. First-hour hat sales: $800 - He sold this amount of hats in one hour on Good Friday. Pencil-selling age reference: 6 years old - He says he had effectively decided his first business by this age. Neighborhood snow-shoveling radius: About 3 miles - He traveled this far to take care of snow-shoveling jobs.

Pivotal Quotes: "Arise and grind." — Damon John: Referenced as his morning mantra and a reflection of his work ethic. "I made this with my own hands. I went and sold this to individuals, and nobody was in my way." — Damon John: His realization after selling his homemade hats and understanding the power of direct-to-customer selling. "I thought prior to that, we always thought that you had to be from Italy and France to design." — Damon John: He explains how seeing Black designers changed his perception of who could succeed in fashion.

Implications: Listeners are encouraged to treat constraints as assets, start small, and build from direct customer demand. For the industry, representation and accessible entry points can unlock new talent and new brands.

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About The School of Greatness

Lewis Howes is a New York Times best-selling author, 2x All-American athlete, keynote speaker, and entrepreneur. The School of Greatness shares inspiring interviews from the most successful people on the planet—world-renowned leaders in business, entertainment, sports, science, health, and literature—to inspire YOU to unlock your inner greatness and live your best life.

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