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CIO Leadership

Industry Articles

The Top Peer-to-Peer CIO Groups in 2026: How to Choose the Right One

How six leading CIO executive peer groups stack up in 2026. Compare features, benefits, and expert recommendations to find your ideal professional network.
Scott Smeester
December 18, 2025
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CIO Coaching Playbook: Align Legacy, Cloud, And Talent

This article outlines how CIO coaching drives enterprise value by aligning legacy systems, cloud strategy, and talent. It shows how modern CIOs can sharpen board communication, govern transformation with measurable outcomes, and build influence across the C-suite. Through coaching cadence, clarity, and confidence, CIOs turn technology alignment into business advantage.
Scott Smeester
November 11, 2025
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CIO Mastermind vs. Gartner? Why You Don’t Have to Choose.

Already using Gartner? See how CIO Mastermind can turn research into strategic action through peer collaboration, accountability, and implementation support.
Scott Smeester
June 17, 2025
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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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