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CIO Leadership

Industry Articles

When Technology Leaders Are Accountable For Decisions They Did Not Make

Business units now buy technology directly, and the technology leader inherits the integration burden, the security exposure, the support load, and the executive blame. The instinct is to call this a governance or tooling gap. This article reframes it as accountability without authority, a problem of organizational design that only the CEO and CFO can resolve.
Scott Smeester
June 29, 2026
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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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Leadership Blogs

The Arrogance Of The Arrived

You may have arrived, but fail to keep investing in yourself, and you will be left behind.

Scott Smeester

August 17, 2023

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The One Technique You Need To Sharpen and Maximize Your Large Language Model

Large Language Models are just that - large. Like much of our work with others, LLMs require a bit of mentoring and coaching. To draw out the best it has to give, we have to train it to think like the rest of our team thinks.

Scott Smeester

August 10, 2023

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When a CIO Knows It's Time To Leave (a reconsideration)

There are a lot of good reasons to hang on and press-in to your current situation. And there are three good reasons to take off.

Joe Woodruff

August 3, 2023

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