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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

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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