Episode #213: Doug Breaker — Buying a SaaS instead of building from zero
How to acquire a profitable SaaS with minimal upfront capital.
For operators considering ownership but hesitant to start from scratch.
Doug Breaker, CEO of Shoeboxed and former CEO of MD Hearing Aid, explains why he chose to buy a 20-year-old SaaS company instead of building one. After running an eight-figure DTC business, he acquired Shoeboxed using an SBA loan with only 5% down. He breaks down how he sourced deals, structured financing, evaluated distribution over tech, and identified upside in an under-marketed business with a million-person email list. The conversation covers the actual mechanics of SBA loans, due diligence priorities, and what it takes to stabilize and grow an acquired SaaS in the first 90 days.
WHAT YOU’LL HEAR
– How SBA loans work for SaaS acquisitions and how he structured a 5% down deal
– Why distribution, customer base, and cash flow mattered more than the product itself
– Common mistakes operators make when evaluating build vs. buy decisions
– How to approach your first acquisition and test interest before committing full-time
