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Leading with Stories: How to Drive Organisational Change Through Storytelling

Effective leadership hinges on the ability to communicate clearly and compellingly - especially when delivering complex visions.
Thiago Kiwi
May 29, 2025

“I was having a midlife crisis. But instead of bungee-jumping, I decided to book a theatre in the West End. Having never, ever acted before, I decided to play all 22 parts in the play.” 

That’s how author and storytelling expert Preethi Nair completely hooked me into a story, as I was interviewing her for Headspring’s Learning Rewired podcast. The audacity of her decision immediately sparked curiosity. 

“That’s the beginning of the story,” she continued. “Do you want to know what happens or not?” 

“Yes, please”, I said.  

At that moment, I realised our interview had shifted unexpectedly, and I had to know how her story unfolded. If you, too, are curious, you can discover how Nair successfully filled a London theatre and what happened next. But more importantly, let’s focus on the technique she employed. 

“I’ve given you a conflict,” said Nair. According to her, conflict is key to any story. And that was precisely why I found myself completely immersed.  

An essetial leadership tool

Storytelling, Nair argues, is not merely a decorative flourish in the toolkit of a leader. It is an essential instrument for navigating the complexities of today’s business environment, where authentic connection is a precious commodity.  

Effective leadership, at its core, means excellent communication – articulating a complex vision in ways that everyone can understand and support. 

Nair’s journey to storytelling was unconventional: “I put on a suit and I pretended to go to work for eight months,” Nair explained, detailing her reaction to redundancy from her management consulting job.  

She didn’t simply pivot, but reinvented herself through storytelling, crafting an alter ego to promote her self-published book. “I wrote down the name Pru… she was everything that I wasn’t. She was blonde. She was fearless. She was feisty. She didn’t care about rejection.”  

This story became the foundation of her success as an author. But more importantly, it illustrated a profound leadership principle: true influence often lies in authentic vulnerability and clear, relatable communication.

In corporate leadership, vulnerability is counterintuitive. Yet, as Nair discovered, it can be remarkably effective when balanced judiciously. “The biggest mistake leaders make when telling a story is not sticking to the theme,” Nair emphasises.  

Her experiences show that senior leaders often grapple privately with the same insecurities as everyone else, but they rarely articulate these doubts openly. Storytelling offers a structured way to bridge that gap, transforming perceived weakness into relatable strength, and enabling leaders to build genuine connections that underpin transformative change. 

How to do it well

For leaders seeking to communicate change effectively, Nair emphasises the power of framing messages around concise themes.  

“Your data is always telling you a story. How do I articulate that story in one or two clear sentences?” she advises. Every story must have clarity at its core – clearly articulated in one or two sentences. This is the cornerstone of compelling storytelling. If certain details are not relevant to your central theme, leave them out. Professionals dealing with information overload appreciate succinct messages that resonate quickly and clearly. 

Nair shared the example of a CFO struggling to communicate the abstract concept of systems thinking within his organisation. Rather than relying on corporate jargon, she encouraged him to share a deeply personal story, one that demonstrated why he personally valued systems thinking. 

“It was the most viewed interview [of the series we created],” Nair shared, “because it was so personal and vulnerable.” The authenticity of his story captured the imagination of his colleagues and delivered a complex message with profound clarity. 

Yet, authenticity and vulnerability must be handled carefully.  

“There’s a fine line between vulnerability because you cannot put it all out there,” Nair cautions. Leaders must gauge the emotional temperature of their audience, using storytelling not to indulge their own narrative, but to meet the audience’s needs. 

In practice, storytelling is not a superficial skill but a profound strategic capability. Leaders who master this skill do not simply tell stories – they shape narratives. They use personal experiences to build credibility, facilitate change, and foster resilience, thus strengthening their organizational culture. 

For L&D and HR leaders, the takeaway is clear: storytelling is a crucial lever for developing authentic, resilient leaders who get their point across. Cultivating this skill within organisations can transform not only how leaders communicate but also how effectively they inspire and drive meaningful, lasting change.

In an age when attention spans are short and scepticism high, compelling storytelling is not just useful – it is essential. As Preethi Nair’s remarkable journey illustrates, the stories we choose to tell define us, shape our relationships, and ultimately determine our capacity to lead effectively.

Thiago Kiwi

Head of Marketing & Communications at Headspring

An award-winning communications leader with over 15 years of experience in the global higher and executive education sector.