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

How CIOs No Longer Shoulder Blame For Technology Failure

CIOs typically shoulder responsibility for technology failure. But CEOs and Boards don’t get a pass. Lack of courage and loss of vision are at the heart of the failure, and CIOs can step up beforehand to change and focus the conversation around business and customer experience, not just bottom lines.

Joe Woodruff

February 16, 2023

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How CIOs and CEOs Navigate The Hype And The Hope Of Citizen Development, Part 2

The answer to talent gaps, backlogs and shadow IT is Citizen Development. It’s not a fad, it’s a movement, and one you must lead and shape to resolve challenges you still face and will face more of in years ahead.

Scott Smeester

April 7, 2022

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How CIOs And CEOs Navigate The Hype And Hope Of Citizen Development, Part 1

CIOs and CEOs need a cohesive strategy to counter the technology talent gap, backlog and shadow IT. Citizen Development is the framework that will get it done.

Scott Smeester

March 31, 2022

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