Leading with Purpose in a Digital Era
- Jennifer Crago

- Sep 15
- 3 min read
Updated: Oct 7

Digital transformation is no longer a question of if; it’s about when and how well we do it. From start-ups to global companies, every organisation faces increasing pressure to modernise, stay competitive, and meet rapidly changing customer expectations and technology trends. We all expect ‘Amazon’ experiences at every digital touchpoint.
While the discussion often focuses on what technology to adopt, AI, cloud, automation, and data platforms, organisations often struggle to explain why. This gap leads to failed transformation efforts. Technology should aim to solve real problems, improve performance, and meet strategic goals. Without this understanding, transformation becomes a costly pursuit of tools rather than a path to progress.
Technology Doesn’t Transform Businesses, People Do Successful digital transformation involves more than just technology. It needs a people-centered approach based on essential change management principles. Leaders must inspire cultural shifts, bring teams together around a shared goal, and manage change with empathy and intention. Overlooking the human aspect—including trust, collaboration, and buy-in—can lead to quick failure.
I saw this firsthand over 20 years ago while supporting a global music label during a significant disruption. The rise of Napster allowed free music sharing, which took control away from traditional players. Soon after, Apple launched iTunes in 2003, combining it with the iPod. It was clear consumers wanted simplicity, value, and digital-first experiences.
The transformation was not just technological; it was also cultural. For over two years, I led employee engagement initiatives across major and mid-sized markets. I recruited program ambassadors, facilitated user-centred design workshops, created feedback loops between local teams and global headquarters, and held roadshows to introduce the new system. Principles like inclusive leadership, engagement, communication, and human-centred design were crucial for system adoption, especially as our business model changed overnight.
Today, the music industry thrives through streaming, independent publishing, and creator-led platforms. This transformation relies not just on technology but also on adaptability and a focus on people.
Leading with Purpose in a Digital Era
In recent years, I’ve applied these essential principles in several smaller, yet significant, transformation projects. Whether managing extensive UI/UX testing to meet strict standards or promoting generative AI and large language models to replace manual reporting processes, the approach stays the same: prioritize people, guided by a clear vision and a strong change strategy. Agile practices, daily stand-ups, and end-of-sprint reviews open to wider teams foster transparency and momentum. However, technology brings value only when it is usable, accessible, and trustworthy.
That's why we integrate UX testing from the beginning and encourage strategic adoption, not just implementation. In one program, we updated outdated data systems, improved automation by 60%, and enabled AI-driven insights, but it was strong leadership, clear communication, and cultural alignment that made the transformation successful.
Culture Eats Strategy, and Technology, for Breakfast
To truly succeed in digital transformation, leaders must do more than invest in tools; they must provide a clear reason for changes, lead with empathy, and promote a culture of continuous improvement and innovation. Without this foundation, even the most sophisticated technology will not deliver its expected value.
This is where traditional change management plays a crucial role in modern transformation. Structured frameworks, stakeholder analysis, communication planning, and user engagement are not outdated; they are essential. They help teams understand not just what is changing but why it matters and how they fit into the future. Transformation is not a one-time project; it’s an ongoing journey. While our tools are smarter than ever, the key to success remains human.
With strong leadership, a clear purpose, and a focus on people, organizations of any size can not only survive digital disruption but also thrive in it.
Find out more about how Scarlet Kites Strategy can support your Digital Transformation initiatives.

Comments