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Explore Insights on Digital Transformation Strategy with Richard Keenlyside
CIO - Transformation Leader & Change Management Expert
Richard Keenlyside's blog is a hub for professionals seeking insights into the digital transformation strategy. Dive into articles on organizational culture, cybersecurity, and data governance. Equip your business with the knowledge to navigate and excel in the evolving technological landscape. With a focus on digital transformation strategy, this blog is your go-to resource for actionable advice and thought leadership.


Why Appointing an Interim CIO in Middlesbrough Can Drive Digital Transformation
TL;DR Appointing an Interim CIO in Middlesbrough is a strategic move for organisations seeking digital transformation, M&A integration,...
Richard Keenlyside
23 hours ago3 min read
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Global CIO Transformation Leadership: My Blueprint for Leading Change at Scale
TL;DR As a seasoned Global CIO , I’ve led transformation across industries, delivering digital strategies, cloud migrations, AI...
Richard Keenlyside
2 days ago3 min read
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Why a Fractional CIO is the Strategic Game-Changer Modern Businesses Need
TL;DR: A fractional CIO Â offers the experience and strategic vision of a full-time CIO without the long-term financial commitment. This...
Richard Keenlyside
May 163 min read
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Do LLMs Add Value? A CIO's Perspective on the Real Impact of Large Language Models
TL;DR : Large Language Models (LLMs) like ChatGPT undeniably add measurable value across industries—from streamlining operations and...
Richard Keenlyside
May 73 min read
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What is IT Service Management (ITSM) in 2025? A Strategic View from the CIO's Chair
TL;DR: In 2025, IT Service Management (ITSM) has evolved into a strategic enabler, blending AI, automation, and intelligent data insights...
Richard Keenlyside
May 63 min read
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How I Support Organisations as a Fractional CIO
TL;DR: A fractional CIO offers senior-level IT and business transformation expertise to drive growth, reduce technical debt, and lead...
Richard Keenlyside
May 43 min read
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Why Businesses Are Turning to Fractional CIOs – And Why I’m Helping Lead That Change
In today's fast-moving, digitally-driven world, more organisations are recognising the need for strategic technology leadership , without...
Richard Keenlyside
Apr 232 min read
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Introducing @CIOinPractice: Real-World Tech Leadership Now on Twitter
TL;DR: Richard Keenlyside, Global CIO and transformation strategist, has launched his new Twitter profile @CIOinPractice to share...
Richard Keenlyside
Apr 212 min read
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How CIOs Deliver and Show Value From the IT Operating Model
Designed by Freepik TL;DR: Chief Information Officers (CIOs) demonstrate value through robust IT operating models that align technology...
Richard Keenlyside
Mar 273 min read
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Understanding the Distinct Roles of CIO and CTO in Modern Enterprises
Introduction In today’s digital-driven world, businesses must leverage technology to remain competitive. Two critical roles at the helm...
Richard Keenlyside
Feb 64 min read
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Navigating the Evolving Landscape: Key Challenges and Strategic Imperatives for CIOs in 2025
The role of a Chief Information Officer (CIO) is undergoing a significant transformation. The rapid advancement of technology, coupled...
Richard Keenlyside
Jan 274 min read
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Building a Future-Ready IT Infrastructure: Best Practices for CIOs
In today's fast-paced digital landscape, the role of a Chief Information Officer (CIO) is more critical than ever. As businesses continue...
Richard Keenlyside
Aug 28, 20243 min read
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Maximising Business Potential with a Fractional or Virtual CIO
In the contemporary landscape of mid-market businesses, the role of a Chief Information Officer (CIO) is pivotal, exerting substantial...
Richard Keenlyside
Mar 1, 20242 min read
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Navigating the First 100 Days as a CIO: Richard Keenlyside
Introduction The role of a Chief Information Officer (CIO) is one of the most challenging and rewarding positions in the business world....
Richard Keenlyside
Feb 2, 20244 min read
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The Transformational Journey of a Retail CIO: An Insight into Richard Keenlyside's Experience
In the rapidly evolving world of retail, having a dynamic and strategic leader at the helm of technology is crucial. This is where the...
Richard Keenlyside
Jan 29, 20242 min read
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What Skills Does It Take to Be an Established CIO (Chief Information Officer)
Introduction In today's rapidly evolving technological landscape, the role of a Chief Information Officer (CIO) has become increasingly...
Richard Keenlyside
Jan 5, 20242 min read
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My First 100 Days as a CIO: What Would I Change?
Introduction: In today's fast-paced business environment, the Chief Information Officer (CIO) role has become increasingly crucial. As a...
Richard Keenlyside
Sep 18, 20233 min read
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Why Transformation Must Continue During an Economic Downturn: A CIO's Perspective on Long-Term Stability
Why the Continuation of Transformation during an Economic Downturn is Critical for Stability TL;DR Pausing transformation during an...
Richard Keenlyside
Aug 2, 20233 min read
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