Perspectives & Insights

Blog

Thinking on technology leadership, AI, mainframe modernization, PE-backed transformation, and the ideas that shape how I work.

How Naive Are You?

Somewhere in the convenience of AI, we’ve lost a step that used to be non-negotiable: validation. A well-written answer feels correct, so we stop checking. The tools have changed. The need to know what’s true hasn’t.

The Feature Economics Model: A Framework for Measuring AI That Actually Works

The boardroom question has changed. It used to be “What’s our AI strategy?” Now it’s “What did we get for it?” Most organizations don’t have a good answer — not because the data doesn’t exist, but because nobody built the model to capture it.

Technical Debt Is a Tax. Treat It Like One.

Every system accrues it. Every team carries it. The only question is whether you’re paying it down deliberately — or letting it compound into something far more expensive than the shortcut that created it.

AI ROI Is a Portfolio Fiction. Start Measuring Features.

85% of enterprises increased AI investment last year. 95% of pilots delivered no measurable P&L impact. The discipline that's missing is feature-level unit economics — and the CTO should own it.

They Gave AI Coding Tools to Non-Developers. Here's What Broke.

A company tested the premise that AI has lowered the barrier to building software so much that you don't need engineers anymore. This is what it actually cost them — and what every executive needs to understand before running the same experiment.

You're Already Behind: A CTO's Unfiltered Guide to AI That Actually Works

If you don't have measurable ROI from AI today, you are behind. Not conceptually — competitively. A ground-level view of where AI actually works, where it fails, and how to close the gap.

From Green to Seasoned: Building Software Teams That Grow and Last

What 20+ years of hiring software engineers — from fresh college graduates to industry veterans — taught me about the team that actually wins.

Adopting AI Without a Business Objective Is Irresponsible

AI is no longer optional — any organization that doesn't develop real competence with it will be outcompeted. But adopting AI without a clear business objective isn't innovation. It's theater. A look at what responsible adoption actually means in practice, and the five disciplines that separate the organizations getting it right from the ones learning expensive lessons.

The Mainframe Isn't Going Anywhere — And That's Exactly Why AI Matters

More frequently than expected, someone declares the mainframe dead. They've been wrong every time — and with enterprise AI reshaping how software gets built and operated, the conversation is shifting again. Not toward replacing the mainframe, but toward something far more interesting: making it smarter.

Blank Page Theory

The most dangerous phrase in business is: "We've always done it this way." Real transformation begins the moment you're willing to question everything—including the assumptions baked into how your technology organization is structured, what it builds, and why.