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The Reality of Digital Transformation: Understanding the Pitfalls


Digital transformation emerged as a critical journey for businesses seeking to remain competitive and relevant in today's rapidly evolving landscape. However, the road to successful transformation is riddled with challenges preventing organizations worldwide from progressing with digital transformation initiatives. The average enterprise only meets 41% of its digital KPIs (WalkMe, 2022).

Based on our 18+ years of experience and working alongside many cross-sector clients of different sizes, we’ve detected the following common struggles when transforming digitally.


Common struggles when transforming digitally

1. A significant stumbling block is the failure to adopt a user-centric approach. While the potential of technology is enticing, some companies fall into the trap of prioritizing systems over end-users. Designing around the intricacies of existing systems instead of the needs and preferences of users can result in solutions that miss the mark. True transformation demands a shift towards placing users at the center of the design, ensuring that technology aligns seamlessly with their expectations and demands. Adopting a user-centric mindset involves understanding users’ needs, preferences and expectations and aligning technology solutions with those aspects.

2. Another consideration regarding successful digital transformation is the dependencies of legacy systems. These outdated technological foundations can hinder progress, leading to the creation of new software that's built precariously atop ancient infrastructure. This approach restrains the potential benefits of new technologies and introduces complexities and vulnerabilities that can undermine the intended transformation.

3. A misaligned roadmap and vision is another factor that contributes to the high failure rate. The eagerness to embrace new technologies sometimes drives companies to build software before clearly defining its long-term vision. Without a comprehensive roadmap that outlines the destination and the steps to get there, organizations risk investing resources in projects that lack strategic cohesion. A well-defined roadmap acts as a guiding compass, ensuring that each development effort contributes harmoniously to the overarching transformation goal.

4. The human element poses significant obstacles, especially when forming digital transformation teams within non-Agile environments.

4.1 According to a Statista study, 43% of respondents identified the lack of senior management buy-in as a major hurdle that hindered organizations worldwide from advancing with their digital transformation agendas in 2021. This leadership deficit, often stemming from a generational gap and a limited understanding of digital transformation, can inhibit progress. The challenge becomes compounded by projects that might be perceived as peripheral rather than core to the organization, or unable to be implemented due to clashing cultures (old vs. new).

4.2 This leads to the interconnected human problem of insufficient capital investment. Digital transformation requires cultural progression of the entire company and an agile and adaptable workforce well-versed in modern technologies (cloud, data science, and methodologies). Insufficient funding can lead to the recruitment of under-qualified personnel and the internalization of digital development in an ineffective non-agile environment. Failing to cultivate the necessary culture of agility and failing to recruit, nurture, and retain talent with the necessary digital skills is a sure way to make the digital transformation a side project rather than a transformation. 


How to Address Digital Transformation Pitfalls

52% of enterprises reported (WalkMe, 2022) that their digital tools didn't meet expectations. Businesses must recognize that successful digital transformation is more than adopting the latest technology. It's about orchestrating a holistic shift encompassing user-centric design, modernizing or phasing out legacy systems, aligning development efforts with a well-defined roadmap, and cultivating a workforce that embraces agility and is empowered to drive innovation.

In essence, the high percentage failure rate highlights the complexities of digital transformation — both in technical and cultural aspects. By acknowledging these pitfalls and taking proactive measures, companies can position themselves toward meaningful and sustainable change. Some proactive initiatives include

  • Adopting a user-centric approach
  • Building a strategic roadmap with a long-term vision and the necessary steps to achieve it
  • Applying innovation business models such as the Nespresso model (Nestle created a completely separate company to develop Nespresso) can work better, skipping most of the challenges of transformational change. Sometimes, allowing the non-digital culture to fade while letting the digital do its thing can ultimately save the company from becoming irrelevant.

infographic on digital pitfalls and proactive measures







We’ve developed our proprietary ©Fast Track to Digital Transformation Success, where our experts analyze where you stand, identify the opportunities and propose what/how to realize them. Contact us if you’d like guidance on your digital journey.