My First Million Every Business I Tried Before Making My First Million
278 snips
Nov 17, 2025 
Sam Parr, an entrepreneur known for founding The Hustle and Hampton, shares his colorful journey through numerous businesses before striking it rich. He recounts flipping sports equipment, running a hot dog stand, and launching an online moonshine shop, detailing the lessons learned from each. Sam discusses the importance of persistence, project selection, and how gradual learning shaped his success. From failed roommate-matching ventures to creating the Anti-MBA Book Club, his stories illustrate the unpredictability and excitement of entrepreneurship.
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High-School Flipping Hustle
- Sam bought graduating seniors' sports equipment and sold it on eBay to make money in high school.
- He made $2,500 that summer by flipping items people were willing to give away.
Hot Dog Stand Sales School
- Sam rented a hot dog stand with $500 of inventory and sold in high-traffic nighttime locations.
- Some nights he made $50 and other nights up to $1,000, which taught him selling skills.
Moonshine Side Hustle Shut Down
- Sam sold mason-jar 'moonshine' online and made about $10K before being warned by university legal advisors.
- He learned legal compliance matters and that quick money schemes can clash with values.
