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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

The Overlooked Factor When Two IT Teams Merge

I’ve been seeing a lot of mergers taking place, and with it, inheritance of another leader’s team. The work that follows between yours and theirs isn’t always smooth and often is troublesome. Unless you pay attention to one key factor effective CIOs agree has been their key.

Joe Woodruff

September 14, 2023

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What To Say When Your CEO or CFO Ask How You Know

We rely too often on our own credibility or research or vendor propaganda to sell our proposals. We rely too little on the best way we know that what we know is right.

Scott Smeester

September 7, 2023

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How To Work With A Risk-Averse CEO

We all work with people who are risk-averse. Reframing their perspective, and doing three things that support your cause will help move them to the right decision.

Joe Woodruff

August 31, 2023

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