
Andrew Stevens discusses the importance of data, trust, and system design in the AI era, emphasizing that these factors are more critical than software alone.
In a world where AI can build your MVP overnight, what actually gives you a lasting competitive edge? Andrew Stevens argues it’s not the software — it’s the data, the trust, and the systems you build around them. In this episode, Andrew Stevens, CTO of Sakura Sky and a technology leader with 30+ years of experience building, scaling, and selling companies, shares hard-won lessons from his journey across startups, enterprises, and AI ventures. He explains why product-market fit matters more than shipping fast, why data outlasts software as a competitive moat, and how leaders must design systems that don’t depend on their own heroics. Andrew also shares how a near-fatal accident reshaped his thinking on resilience, delegation, and what it truly means to build something that scales. From hiring for attitude over technical skill to building AI governance that accelerates rather than blocks innovation, this conversation is packed with practical wisdom for anyone leading in the AI era. Key topics discussed: Why data — not software — is your real moat in the AI era What breaks when a startup scales past 10–100 people How to make decision rights explicit to move faster Design the system…
Host: Henry Suryawirawan
Guest: Andrew Stevens
Organizations: Sakura Sky
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