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What technical diligence actually tests (it isn’t the code)

When a deal is coming, the instinct is to get the code reviewed. Clean up the repo, tidy the architecture diagram, make sure nothing embarrassing surfaces in an audit. That’s rarely where diligence turns. Experienced technical diligence isn’t a code review. It’s a[…]

AI pilots stall on the operating model, not the model.

Most AI pilots that stall don’t stall because the model was wrong. They stall because nothing around the model was ready. The pattern is consistent: the use case isn’t attached to a workflow anyone owns. The data isn’t in shape. No one agreed[…]

The signal you need outside technology leadership isn’t a crisis. It’s drift.

Founder-led technology decisions often work for a long time because the founder can hold the whole system in their head — the product, the trade-offs, the shortcuts, the plan — all in one place. The signal that something needs to change is rarely[…]

Pressure to act usually arrives before the evidence

When something feels wrong with technology, the move usually sounds obvious: hire a CTO, fund the AI initiative, replatform. Those are conclusions. They’re rarely diagnoses. Most of the time the named fix treats a symptom while the real constraint — usually somewhere in[…]

The Hidden Cost of Building without a Technical North Star – The Case of Earn Phone

The Earn Phone was built on a powerful idea: Turn everyday phone usage into income. Users earned points for listening to music, charging their phones, playing games, and reading news. An Earn Phone monetized the experience through embedded ads and shared revenue with[…]

Mastering Strategic Product Management: Essential Behaviors for Success

A top-tier chef must possess a complete arsenal of skills, including knife techniques, mastery of different cooking methods, and an understanding of ingredient pairings. Beyond technical proficiency, successful chefs have the strategic mindset to curate menus that align with their restaurant’s vision and[…]

Enhancing Business Success through Innovation and Entrepreneurship

Innovation is often touted as the key to business success, but what does it entail beyond creating uniquely valuable products? The concept of innovation is frequently used broadly, and its precise definition is rarely explored in depth. Innovation alone does not guarantee success,[…]

CTO Role and Responsibilities

The chief technology officer (CTO) is one of the least understood and most broad of all c-suite positions.  The role also varies quite a bit at different company stages.  What one company expects of its CTO may be entirely different from what the[…]

Engineering Principles – Don’t Over Engineer the Solution

A couple of years ago, I posted some thoughts about high-level architecture and design goals, really they are just the tip of the iceberg.  Here are some additional engineering principles – predominately don’t over-engineer and leverage the cloud.  Complex systems are difficult and[…]

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