Masters of Debt: How I bought a $5m SaaS Company Using Debt, Grew to $20m, Then Flipped for a Huge Gain
Dec 14, 2023
auto_awesome
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.
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.
Lessons Learned from Brad's Experience
Brad discusses various lessons learned from his experiences buying and managing SaaS companies. One key takeaway is to look for companies in your space that sell products or services with a one-time payment model and transition them into a recurring revenue model. He also suggests reaching out to VCs who may be willing to offload underperforming companies at a write-down after a big exit. Furthermore, he shares the idea of acquiring Chrome extensions with a large user base and dormant updates, turning them into valuable assets.
Brad's Approach to Debt and Negotiating Terms
Brad shares insights into raising and managing debt for SaaS acquisitions. For traditional bank debt, he suggests having profitable operations as a prerequisite. Mezzanine debt was another avenue, typically offering a 10-12% coupon with a kicker, such as equity warrants. Brad also highlights the challenges of dealing with legal fees and navigating financial covenants, such as fixed charge coverage ratios. He emphasizes the importance of understanding and balancing these terms to ensure successful debt management.