SaaS Interviews with CEOs, Startups, Founders cover image

SaaS Interviews with CEOs, Startups, Founders

Masters of Debt: How I bought a $5m SaaS Company Using Debt, Grew to $20m, Then Flipped for a Huge Gain

Dec 14, 2023
A guest shares their success story of buying a $5m SaaS company using debt, growing it to $20m, and then flipping it for a huge gain. They discuss challenges in advertising and sales strategies, acquiring a SaaS company and increasing revenue, transitioning customers from perpetual licenses to recurring fees, and negotiating traditional and mezzanine debt.
22:17

Podcast summary created with Snipd AI

Quick takeaways

  • Look for companies with one-time payment models and transition them into recurring revenue models.
  • Consider acquiring Chrome extensions with large user bases and dormant updates for value creation.

Deep dives

Brad's Story of Buying SaaS Companies

Brad is a creative capitalist who buys SaaS companies at low multiples. He purchases a $5 million AR company, only using $2.5 million of his own equity and the rest in debt. He grows the company to $15 million in ARR, sells it, and continues to make significant returns from dividends. However, after two years, the company's size has decreased, and they now generate around $12 million in revenue and $2 million in profit.

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