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CIO Leadership

Industry Articles

Why CIO Advisory Services Often Fail to Strengthen Leadership

Advisory services promise CIOs a path to stronger leadership. The more common result is a technology leader who is better informed but whose organizational authority has quietly eroded. This article examines why that gap opens up and what distinguishes advisory relationships that actually develop leadership from those that substitute for it.
Scott Smeester
March 17, 2026
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Why CIOs Avoid Explicit Tradeoffs... And Why It Hurts Them

CIOs routinely omit the one piece of information executives need most: what is being given up to fund the ask. The executive room reads that omission as incomplete prioritization, and adjusts trust accordingly. The CIOs who declare the sacrifice ... and stand behind the call ... earn a kind of credibility that thorough analysis alone cannot produce.
Scott Smeester
March 2, 2026
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Why Ineffective Communication Is Failing CIOs

Most CIOs assess themselves as effective communicators. The real problem is a pattern of hedging, driven by fear of judgment, that trains the C-suite to route authority elsewhere. Communication efficacy measures whether the communication produced the outcome it was intended to produce, and on that standard, most CIOs are underperforming without knowing it.
Scott Smeester
February 23, 2026
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Leadership Blogs

Keep AI Weird, Because Normal Isn't Working

Generative AI is only exceptional if used exceptionally. Our normal approach to problem solving won’t move AI past average. For better results, keep AI weird.

Scott Smeester

March 28, 2024

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How To Get Buy-in For Buying In A Hard Market

Hard markets and tight budgets don’t need to delay the spending you need now. Buy-in isn’t about the budget. It’s about the right decision. And that’s something you can lead.

Joe Woodruff

March 21, 2024

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The One Thing CEOs Overlook In Hiring A CIO

The CIO search isn’t just about the resume or cultural fit. There are types of CIOs not typical CIOs. Knowing the difference, and who you should look for, is the difference between a CIO who will be effective and long term or a short term placeholder.

Scott Smeester

March 14, 2024

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