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Digital Transformation Feeling Like Herding Cats? Here’s Why — and What to Do About It.

Introduction:
You’ve secured the initial “yes” to your Digital Transformation strategy. Leadership is on board, budgets are tentatively aligned, and the vision is clear. But somewhere between kickoff and execution, things start slipping. Priorities scatter, support wanes, and what once looked like a united front now feels more like—well—herding cats.

Sound familiar?

This phenomenon is what we call Transformation UNreadiness. And unless it’s addressed early, it can derail even the most promising digital initiatives.


What Is Transformation UNreadiness?
Transformation Unreadiness isn’t about resistance or incompetence—it’s about misalignment, fragmentation, and lack of focus across the organisation. It shows up in subtle (and not-so-subtle) ways:

  • Conflicting priorities from different executives
  • Silent disengagement after the initial buy-in
  • Teams unclear on what to execute next
  • Projects launched without a shared definition of success
  • Strategic “drift” that pulls energy in multiple directions

In short, everyone’s working—but not necessarily together. And that’s why transformation begins to feel like chasing scattered, unpredictable momentum.


Why Alignment Is the Hard Part
Getting executive buy-in is one thing. But turning that into visible, consistent support that drives real change? That’s where most CIOs feel the strain.

It’s not that the leadership team doesn’t care. It’s that without shared clarity on what matters most right now, leaders start pulling in different directions. And as we know from experience—momentum without alignment is just motion.


What If You Knew Exactly Where to Focus Next?
Here’s the good news: you don’t have to herd cats. You just need a smarter way to bring clarity and alignment to your transformation effort.

That’s why we created the Accelerating Digital Readiness Workshop. It’s built around the only scientifically and academically validated framework for measuring Digital Maturity across the organisation—called the Digital Maturity Index (DMI).


How It Works:
Phase 1: A guided introduction for your leadership team, where we unpack the concept of Transformation Unreadiness and introduce the DMI assessment.
Phase 2: Your executive team completes the DMI, providing deep insights into your organisation’s readiness across all critical transformation drivers.
Phase 3: A results-driven workshop where we analyse your results, unpack what they mean, and help your team agree on where to focus next to accelerate transformation.


The Outcome:
By the end of the process, you’ll walk away with:
✅ A clear, evidence-based view of your Digital Readiness
✅ A prioritised set of initiatives for your next transformation steps
✅ Executive alignment that sticks
✅ A faster, more focused path to digital success


Ready to Stop Herding Cats?
Let’s replace the chaos with clarity.

We’re currently scheduling Q2/2025 sessions of the Accelerating Digital Readiness Workshop. If you’d like to find out more, let’s start with a 30-minute virtual conversation to explore if it’s the right fit for your organisation.

Drop me a message or connect directly in my calendar.

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