Part 3: The Operator – What Building a SaaS Company Taught Me After Surviving Hardware

This entry is part 4 of 5 in the series Becoming a Full-Stack Innovator

In the first two parts of this series, we covered the Architect who designs the defensible moat and the Founder who survives the trenches of building a hardware business. But to be a truly versatile leader in today’s tech ecosystem, you have to master the dominant business model of our time: Software-as-a-Service (SaaS).

After the intense, high-stakes world of CareBand—with its regulated markets, international supply chains, and long enterprise sales cycles—my next venture, Education Walkthrough, was a deliberate strategic choice. It was a conscious effort to dive deep into the world of pure software and master the playbook of the Operator.

The goal was to prove fluency in a completely different operational arena: moving from the top-down, high-touch sales motion of hardware to the bottoms-up, low-friction world of product-led growth (PLG).

Putting Theory into Practice: The 90% Margin Paradox

One of the core principles I write about on my blog is the “90% Margin Paradox.” In short, the near-zero marginal cost of software shouldn’t be an excuse for high prices; it should be leveraged to enable lower prices, which reduces friction and optimizes for mass-market adoption.

Education Walkthrough was the perfect laboratory to put this theory into practice. We built the entire business on a classic freemium model. The free version provided immediate, tangible value to individual teachers and school administrators, allowing them to conduct up to five classroom walkthroughs a month.

This wasn’t just a trial; it was our primary marketing engine. It solved a real problem so effectively that it attracted thousands of users organically through word-of-mouth. The affordable premium tier then became an easy, logical upgrade for entire schools and districts that were already seeing the value. By prioritizing adoption over short-term revenue, we bootstrapped the company to $200k in annual recurring revenue before raising a single dollar of outside capital.

Mastering Two Different Machines

The contrast with CareBand couldn’t be starker. One was a world of pilot programs and building deep trust with a few large enterprise clients. The other was a world of low-friction onboarding, data-driven feature development, and scaling a high-margin business to hundreds of customers across the globe with a team of three.

Mastering both of these playbooks—the high-touch enterprise sale and the low-touch PLG motion—is what gives a founder true operational range. It’s the ability to diagnose a product and market and apply the right commercial engine to make it succeed.

That is the work of the Operator.

Enjoyed this post? *This is the third in a four-part series on Becoming a Full-Stack Innovator. Next week, we’ll conclude with the final pillar: The Strategist,

Series Navigation<< Part 2: The Founder – The Atoms and the Bits: Lessons from the Trenches of a Hardware + Software StartupPart 4: The Strategist – You’re a Founder, Not Just a CEO: Why Your Philosophy is Your Most Valuable Asset >>