Dear CEO – The Competitive Advantage Nobody Wanted to Buy
Every CEO wants AI that can move faster. Fewer are asking whether they can explain it. That may be about to change. An Inc. survey of Inc. 5000 CEOs found that AI transparency and explainability rank higher than vendor...
Dear CEO – CEOs think they are buying AI
Many are actually buying integration projects. If you removed every AI feature from the discussion, would your organization still have the data architecture necessary to support the business outcomes you expect? Inc.'s recent...
Dear CEO – Move fast and break things works in a sandbox. It becomes negligence in a nursery
Speed is a competitive moat that often becomes an uninsurable liability. The recent U.S. PIRG report on AI toys highlights this gap perfectly. Their testing found that a Kumma teddy bear, powered by OpenAI’s GPT-4o, could bypass...
Dear CEO – Microsoft and Uber are hitting a wall that most enterprises haven’t even seen yet
Your efficiency is becoming your biggest fiscal risk. Recent reports show Microsoft is pulling back on certain AI coding tools because the bills became unmanageable. Similarly, Uber burned through its entire 2026 budget in only...
Dear CEO – Your best decisions are no longer your own
A single error in an autonomous system is rarely a technical glitch. It is a failure of organizational architecture. We are entering the era where AI shifts from recommendation to action, the role of the executive must move...
Dear CEO – Your brand is being hijacked by whoever has the largest GEO budget
SEO was about ranking. Generative Engine Optimization (GEO) is about being the answer. Recent reports show well funded actors are using ghost think tanks and massive volumes of AI generated content to seed specific narratives...
Dear CEO – Your data is a liability if nobody owns it
Most AI programs are just expensive data cleaning exercises. Without assigned owners and clear documentation, your AI team will spend 80 percent of their time on wrangling instead of building value. Executives often fund AI...
Dear CEO – Effective leaders make fewer decisions in the AI era
It sounds like an abdication of power, but in an agentic world, it is the only way to expand. We are shifting from predictive models to autonomous actors. When systems start acting on their own, the leader’s job changes from...
Dear CEO – You are paying an intelligence tax for a moat that is evaporating
The intelligence tax is crashing. The cost of intelligence is decoupling from the value of the model provider. Nvidia is moving from being a pure supplier to a direct competitor. Their six billion dollar deal to license Poolside...