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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

One Volunteer Needed To Help Other CIOs Translate Tech Speak To Business Speak

The number one issue for CIOs working within the C-Suite, according to your peers, is translating “technology speak” to business impact. It’s time to learn how to effectively connect, engage and align with lines of business to gain their commitment to technology by improving your communication skills and strategies.

Scott Smeester

July 6, 2023

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Why Change Of Any Scale Rarely Succeeds And What Great Leaders Practically Do About It

Change efforts fail because the hard work is done in the wrong place, and because we avoid resistance as much as possible. To succeed at change, create and embrace friction as early as possible.

Scott Smeester

June 1, 2023

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3 Discussions CIOs Must Lead Concerning AI

CIOs are in a unique position to lead the most critical conversations businesses now face in the wake of global AI. Three discussions - the philosophical, the practical and the positional are essential.

Scott Smeester

May 11, 2023

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