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Insights
Straight Talk on AI, Leadership & Transformation
Practical thinking from someone who's led technology from both sides of the table — 20 years as an enterprise CIO and 13+ years advising mid-market leaders.
A Northern Pike too big to fit through an 8-inch hole in the ice is a surprisingly useful metaphor for 2026 business strategy. The goal isn't just hooking the big fish — it's landing the opportunities your business is actually built to handle.
When you step into a new executive role, the first people through your door usually have an agenda. Here's how to build a grounded, outside-in view before you start making decisions — and why it matters more than making your mark fast.
Experience is a powerful guide — but only as good as your ability to keep it current. In a world where AI has changed the game entirely, the most dangerous thing a technology leader can do is trust yesterday's instincts without question.
The most effective technology leaders aren't just technology experts — they understand the business deeply enough to speak every function's language. Here's how to develop that edge deliberately.
One of the most important lessons from two decades in technology leadership: the authority to make a decision and the wisdom to make the right one are not the same thing.
A colleague declared "SaaS is toast" — then updated it to "software is toast." The anxiety is real, but history tells a different story about what actually happens during seismic technology shifts.