My First Million We Turned $5M Into $419M Buying Cashflow Businesses ft. Jeremy Giffon
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Apr 16, 2024 
Jeremy Giffon, the first employee at Tiny Capital, shares how the firm skyrocketed from $5 million to a staggering $500 million by acquiring cash-flow businesses. He discusses effective negotiation tactics and the importance of understanding market trends. Giffon recounts lessons learned from both the worst deals—where he ignored red flags—and the best, like the meal planning app that yielded a 25X return. His insight into spotting genuine opportunities and managing business relationships provides valuable guidance for aspiring entrepreneurs.
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Humble Beginnings
- Tiny Capital started with Andrew Wilkinson leveraging profits from his agency, MetaLab, to buy businesses.
- Their office initially operated from a shared studio apartment with a blow-up mattress for fire inspections.
Dribbble Acquisition
- Tiny Capital's founders were early Dribbble users, giving them an advantage in understanding its potential.
- Having a specific acquisition target like Dribbble provided a concrete starting point for their investment strategy.
Finding the Right Sellers
- When buying a business, prioritize finding sellers who care about its future.
- Don't be afraid to be scrappy and learn as you go, even if it means using Legal Depot for initial documents.