Planning for Tomorrow: Managing The Challenge Of Digital Transformation

April 14, 2025  |  Mark Hillary

I was browsing my Instagram recently and I saw a video IBA Group had uploaded. The video summarized an article by Sergei Zhmako, that you can read here. Sergei was exploring digital transformation and what it really means for the modern enterprise.

Sergei’s article explores how digital transformation is reshaping business operations through many different technologies such as artificial intelligence (AI), automation, and cloud computing. It emphasizes strategic planning, cultural adaptation, and phased implementation as key to successful transformation. Personalization, data-driven decision-making, and employee upskilling are highlighted as essential benefits.

The important thing to remember is that digital transformation is about more than just adopting a new technology. Digital transformation requires imagination. At the heart of the strategy is a redefinition of what a company does or how existing processes can be improved. Many companies get trapped in a situation where their services or products make money today, so it feels unnecessary to ask if the same services will work in the future.

If you are determined to remain competitive, digital transformation is no longer optional — it’s existential. Yet, for all the bold talk of cloud platforms, artificial intelligence, and agile reinvention, the reality in most boardrooms is more cautious, more complex, and often more conflicted.

Executives now face the difficult balancing act of steering towards innovation while navigating a sea of legacy processes, entrenched mindsets, and an evolving technology landscape. This is usually not a technology issue, it is cultural. It is around how to change the way people and processes function – the bottom line is that your employees need to think and work differently.

This is because innovation requires momentum, but it also demands consent – and that’s not easy to manufacture in organizations where job security is tied to familiar workflows and where skepticism often masquerades as prudence. Resistance to change is not openly discussed, instead, it creeps into the inertia of middle management, into departmental silos, into project roadmaps that stretch timelines indefinitely.

Creating a belief that transformation will lead to a better future can be challenging if the team does not want to change.

Technology skills are also an issue — in particular, the skills your employees have today may not match with the future vision of a transformed business. Legacy IT infrastructure can be brittle, fragmented, and ill-equipped to support the real-time demands of digitally enhanced customer experiences or data-driven operations. Retiring outdated systems is expensive and time-consuming, but running parallel stacks — the old tech and the new — is often a logistical nightmare. Strategic planning becomes a high-wire act: how much to invest in upgrading systems, and when?

The issue around skills can create a challenge around hiring. Roles in all these emerging technologies, such as AI and cloud architecture, are in high demand, so it can be a challenge to find the resource you need for a successful transformation.

Training and coaching need to be an integral part of any plan to change how the team works — so they feel more secure about their own future and also so they can develop the required skills to manage the transformed systems.

Successful digital leaders, therefore, approach transformation not as a project, but as a program — it is ongoing, iterative, and deeply intertwined with the company’s purpose. They align digital investments with clear business outcomes, communicate relentlessly, and empower teams to experiment within strategic boundaries. Innovation must be governed, but not stifled.

In short, digital transformation is no longer just about adopting technology or exploring emerging technologies, it is about orchestrating change at every level of your organization. As McKinsey says, it is the complete rewiring or your organization.

Technology is advancing quickly. Each year now sees a dramatic development in AI models. The real question for executives today is whether your company — and your people — can keep up with the need for ongoing innovation. It’s becoming essential for survival across all industries.

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