How Big Companies Make a Success of Digital Transformation

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Digtal transformation expert David Rogers, faculty at Columbia Business School
Transforming into a digital organisation has become essential for any enterprise-level company. But how do you go about it and what steps should you take?

Digital transformation has become a necessity for any large company seeking to remain competitive in today's business landscape. 

However, implementing a successful digital transformation strategy requires careful planning, leadership commitment and a holistic approach to change.

A key element of successful digital transformation is aligning technology initiatives with business goals. Companies must identify their core objectives and determine how digital technologies can support them. This alignment ensures that digital investments deliver tangible value to the organisation.

"Digital transformation is not about technology, it's about strategy and transforming any business for the digital era is hard," says David Rogers, the world's leading expert on digital transformation, whose clients include Google, Microsoft and Visa.

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Role of leadership  

Leadership plays a crucial role in driving digital transformation. CEOs and senior executives must champion the initiative and foster a culture of innovation throughout the organisation. This top-down approach helps overcome resistance to change and encourages employees to embrace new technologies and processes.

According to one McKinsey study, less than one-third of all respondents said their organisations have engaged a chief digital officer (CDO) to support their transformations. But those that do are 1.6 times more likely to report a successful digital transformation.

Data-driven decisions

Investing in talent and skills development is essential for successful digital transformation. Companies must assess their current workforce capabilities and identify skill gaps. This may involve upskilling existing employees, hiring new talent, or partnering with external experts.

Data-driven decision making is a cornerstone of any digital transformation. Companies should focus on collecting, analysing, and leveraging data to inform business strategies and improve operations. This requires implementing robust data management systems and analytics tools.

A study by Deloitte found that organisations most strongly invested in data-driven insights and decision-making were twice as likely to have significantly exceeded their business goals.

Keeping it agile

Agile methodologies can accelerate digital transformation initiatives. By adopting iterative approaches and cross-functional teams, companies can quickly test and refine digital solutions. This allows for faster innovation and reduces the risk of large-scale project failures.

A report by the Boston Consulting Group found that agile organisations were 5x more likely to outperform their peers in terms of growth and profitability.

Of course, cybersecurity must be a priority in digital transformation strategies. As companies become more reliant on digital technologies, they face increased risks of data breaches and cyber attacks. Implementing robust security measures and fostering a security-conscious culture is essential.

Amy Spillard, head of technology partnerships at advisory and accounting firm network HLB, says: “Cybersecurity is more than just an IT issue, it’s a business imperative.”

Work with outside partners

Collaboration with external partners can also accelerate digital transformation. Companies should consider partnering with technology providers, startups, or academic institutions to access expertise and innovative solutions. This approach can ease up internal resource constraints and bring fresh perspectives.

Legacy systems often pose a significant challenge to digital transformation. Companies must carefully assess their existing IT infrastructure and develop strategies for modernisation. This may involve migrating to cloud-based solutions, implementing microservices architectures or gradually phasing out outdated systems.

Unrealistic expectations

Measuring the impact of digital transformation initiatives is crucial for ongoing success. Companies should establish clear key performance indicators (KPIs) and regularly assess progress. This allows for course corrections and ensures that digital investments deliver tangible business value.

Indeed, a 2020 study by Gartner showed that almost 50% of organisations had no specific metrics in place to measure digital success. As a result, digital projects were often regarded as failures simply because they were set up with false or unrealistic expectations.

Bringing your employees, shareholders and customers along is a critical component of successful digital transformation. Companies must communicate the vision and benefits of digital initiatives to all stakeholders. This includes addressing concerns, providing training, and celebrating early wins to build momentum.

Digital transformation requires significant financial investment. Companies must carefully allocate resources and prioritise initiatives based on potential impact and alignment with business goals. This may involve reallocating budgets from traditional areas to digital investments.

According to IDC, worldwide spending on digital transformation technologies and services reached US$2.3tn in 2023.

Continual innovation is essential for long-term digital transformation success. Companies must foster a culture of experimentation and learning, encouraging employees to explore new technologies and approaches. This mindset helps organisations stay ahead of disruptive trends and maintain competitive advantage.

And sometimes companies have to embrace failure when reaching for something. 

As Elon Musk put it, “Failure is an option here. If things are not failing, you are not innovating enough.”


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