The AI Rorschach Test & the High Cost of Presumption
There are two kinds of leaders in the mid-market right now, and they believe they have nothing in common. The first froze entry-level hiring eighteen months ago. AI can do…

There are two kinds of leaders in the mid-market right now, and they believe they have nothing in common. The first froze entry-level hiring eighteen months ago. AI can do…
How to navigate a crowded, confusing market and find the right technology leadership for your organization The market for AI Strategy, Virtual CIO, Fractional CIO, and Interim CIO services has…
The board had your AI strategy in hand. You presented it last quarter; the deck was good. Then, a few minutes into this quarter's meeting, a director set it aside…
Twelve months ago, your AI strategy fit on an invoice. So many seats of Copilot, a ChatGPT Enterprise tier, maybe a specialized tool or two for the people who asked…
Ask a frontier model what your AI strategy should be. Give it your industry, your revenue band, your competitive position. What comes back in 2 minutes will be coherent, specific,…
In most advisory relationships, only one side has money at risk, and it is the client's. The firm gets paid on the calendar; the outcome is something the client lives…
Every organization runs on a map - the accumulated set of assumptions your company navigates by: what things cost, where the margins are, which competitors matter, what customers will pay…
Early in the AI revolution, there were many reasons to wait. For the better part of three years, the smartest thing a mid-market CEO could do about artificial intelligence was…
by Ira Shapiro, CIO Consultant Quarter one is already behind you and Q2 is moving fast. Take a second and ask yourself, “Does my technology roadmap look like the…
Most mid-market CEOs we talk to are still asking the wrong question about AI. They're asking how it will change their cost structure or which functions to automate first. The…