Article Library

Digital Transformation

Industry Articles

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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Avoiding Pitfalls In A Digital Transformation

Critical pitfalls to avoid during digital transformation – from methodology fixation to skills gaps – with actionable strategies for successful implementation.
Scott Smeester
November 19, 2024
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Ending the Isolation: A Conversation with Scott Smeester on Modern CTO

Scott Smeester's discussion on the Modern CTO podcast with Joel Beasley addresses the isolation often felt by tech leaders and the importance of community and mentorship in overcoming it. Highlighting key leadership skills like effective listening and strategic questioning, Scott emphasizes the need for tech leaders to extend beyond technical know-how to embrace innovation and collaboration. This conversation underlines the transformative power of support networks for personal and professional growth in the tech industry.
Scott Smeester
March 14, 2024
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Leadership Blogs

When Change Is Meaningless: How The CIO Drives Transformation

Transformation is not an overused word. If anything, it is underused. Leaders embrace it and keep it in front of everyone.

Joe Woodruff

April 1, 2021

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The CIO as Imagineer: How To Think Better To Lead Wider

To lead wider, CIOs need to think better. They do so through assessment, inquiry, focus and engagement.

Scott Smeester

March 31, 2021

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How We Got the Question Wrong: Does the CIO Need to Report to the CEO?

For years now, we have debated to whom the CIO should report. The options are few, but it doesn’t matter. The question was wrong. Fix the question, and the answer is obvious.

Scott Smeester

March 11, 2021

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