Structured Digital Maturity Session

One Hour That Changed Everything: How One Structured Digital Maturity Session Accelerated Digital Progress

Many transformation programs suffer from slow starts and internal skepticism. A simple, structured conversation—done right—can shift everything. This blog post tells the story of a large retail organization that kicked off their transformation journey with a one-hour, moderated self-assessment session. That single hour revealed blind spots, surfaced hidden initiatives, and created shared ownership across departments. Within weeks, they restructured their priorities, cut down decision-making time by 40%, and gained momentum that had eluded them for over a year. When transformation begins with focus and alignment, the ripple effect is immediate and powerful.

Halil AksuContent Editor

August 1, 2025
5min read

Executives often ask us:
“Can one meeting really make a difference?”

They’ve seen the roadmaps. They’ve sat through the strategy presentations. They’ve spent years pushing transformation uphill. So they’re understandably skeptical when we suggest that a single, structured conversation could reset their entire journey.

But the answer, time and again, is yes.
If the right people are in the room.
If the conversation is focused.
And if the process surfaces truth—not just consensus.

Because transformation doesn’t stall from lack of ambition. It stalls from lack of clarity and commitment.

That’s what this story is about.

Case Study: The Stalled Giant

A multi-brand retail group with more than 900 stores across Europe had been “digitally transforming” for over four years. New e-commerce platforms had launched, a customer app was deployed, and a cloud migration had begun.

Yet, despite these efforts, progress was slow. Internal teams were disillusioned. The executive committee received conflicting updates. And the Group CTO described it best:
“We’re doing everything—and getting nowhere.”

That’s when we were brought in.

But not to conduct another six-month audit. Not to deliver a 150-slide deck.
Instead, to start with a simple 60-minute session.

The One-Hour Assessment

We asked to meet with the top 10 transformation stakeholders—CIO, CFO, CMO, head of supply chain, head of HR, digital, data, and innovation leads.

The format was straightforward: a moderated self-assessment session, based on Digitopia’s Digital Maturity Index (DMI). Across six dimensions, each participant rated the organization’s maturity and discussed concrete examples. But what mattered most wasn’t the scores—it was the dialogue.

Within minutes, the atmosphere shifted.
Leaders realized how differently they viewed “digital maturity.”
The CIO rated technology maturity at 4 out of 5. The CMO gave it a 2.
The HR lead spoke up about the cultural resistance no one had previously acknowledged.
The head of supply chain revealed ongoing AI pilots the CIO didn’t know about.
The CFO highlighted initiative fatigue and lack of ROI tracking.

It was honest. It was raw.
And it was transformational.

In one hour, they had a shared picture of where they were—and more importantly, why progress had stalled.

From Confusion to Coordination

The final score—2.8 out of 5—wasn’t the takeaway.
The takeaway was consensus.
And momentum.

Within 48 hours, the Strategy Cockpit was populated with their assessment results, benchmark comparisons, and priority recommendations. And something unexpected happened:

People started reaching out to each other.
The CMO and CIO initiated joint workshops to align on digital campaign performance tracking.
The HR and innovation teams launched a “digital ambassadors” program.
And the CFO approved fast-tracked funding for two initiatives that had previously been deprioritized due to lack of visibility.

They formed a transformation steering group the following week.
They canceled four overlapping initiatives, saving approx. €620,000.
They redefined their digital north star—focusing on unified omnichannel experience rather than fragmented tech upgrades.

And all of this started with 60 minutes of structured conversation.

The Value of Focus

One of the clearest business wins came from reprioritizing their customer analytics initiative.

Previously seen as “IT-led” and “low-priority,” the assessment revealed it was a major blocker for marketing, logistics, and finance. By realigning the initiative across functions, they accelerated development and went live in 4 months—instead of 12.

This change alone:

  • Reduced stock-outs by 12% in 6 months
  • Improved campaign conversion rates by 18%
  • Enabled better regional pricing strategies, increasing margin by 1.6% across key SKUs
  • Delivered an estimated €1.3M bottom-line impact in year one

And it happened because people started seeing digital maturity as everyone’s business—not just IT’s problem.

The Ripple Effect

Six weeks later, they held a follow-up check-in. Same room, same people.

But this time, the energy was different.

Leaders came in with updates. With results. With shared language.
They had internalized the framework. They were using it in their weekly standups. They had embedded maturity scores into quarterly performance tracking.

In short—they had turned transformation from an abstract goal into a shared operating model.

That’s what one hour can do.
When it’s well-structured.
When it’s facilitated.
When it’s backed by data and benchmarking.


Digital Maturity Session Visual

One Hour Can Reshape Your Transformation

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Measurement Builds Dialogue

This story is not unique. We’ve seen it in consumer goods, logistics, pharma, insurance. The initial measurement session is rarely about the score—it’s about the conversation. And when you guide that conversation across silos, something magical happens.

People talk.
People listen.
People align.

Measurement acts as a mirror.
Benchmarking adds the external pressure.
The Strategy Cockpit provides the steering wheel.

And the organization begins to move—not in 20 different directions, but with a unified motion.

When You Start Right, You Move Fast

It’s easy to overcomplicate transformation. But momentum comes from simplicity:

Start with a conversation.
Make it structured.
Measure it.
Benchmark it.
Use it to align your people.
Then move.

Most executives are sitting on untapped momentum. One focused hour can unlock it.

What’s Measured Gets Done

The most valuable hour of this retail group’s transformation wasn’t at a strategy offsite.
It wasn’t in a consulting presentation.
It was in a cross-functional room, guided by a structured maturity framework, where people finally spoke the same language.

They got clarity.
They got alignment.
They got results.

Transformation doesn’t need to be overwhelming.
It just needs to start the right way.

And the right way is always with measurement.