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All issuesVolume 327, Issue 2IT NewsCxO

What I Learned From A Messy Billion-Dollar Digital Transformation

CIODIVE, Wednesday, June 11th, 2025

Real digital transformation isn't about flashy tech, but about fixing foundational processes and aligning people to navigate organizational complexity.

Approximately 70% of all digital transformation initiatives fail to meet their objectives. Often, that's because organizations chase flashy new tech without fixing foundational issues.

early $1 billion digital overhaul at one of the world's largest tourism companies. Instead of deploying AI or blockchain, our focus was on untangling decades-old systems and bridging siloed departments.

It wasn't glamorous, but it was transformational: Hugo Michou (senior consultant in Risks and Strategy, Deloitte Canada) and I shifted from a traditional supply chain mindset to a supply network approach, and how managing complexity, stakeholder alignment and governance ultimately saved the day.

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