The Uncomfortable Truths of Leadership: How to Make the Right Decision and Bridge the Generational Gap in the Workplace

Wild & Wise
Wild & Wise
July 16, 2025
5 min read
Gerald Ang, Ben I, Vincent Teo, Paul Soon
Based on insights from the Offscript featuring Gerald Ang, Ben I., Vincent Teo, and Paul Soon

Being a leader isn't just about keeping things the same. It's about figuring out how to handle a fast-moving landscape where tough calls are often the right calls, and where understanding how leadership has evolved across different generations is super important. Paul Soon, a seasoned pro in the creative business, recently shared some thoughts that really connect these two ideas on the Offscript, part of the Wild & Wise Podcast.

The Core of Modern Leadership

One of Paul's most honest moments was talking about the "uncomfortable truths" of being a leader. He especially highlighted those tricky times when leaders have to deliver tough news. He stressed that taking the easy way out is rarely the best way. "When a decision is too easy, sometimes it may not be the right decision," Paul pointed out. This really hits home when you think about how it impacts your team. For example, telling long-time employees their time with the company is ending takes a huge amount of empathy and bravery. It's more than just a severance package. Leaders need to put the individual's dignity and future first, even if it goes against typical corporate goals focused purely on profit.

Authenticity, Empathy, and the New Leadership Paradigm

This dedication to making principled decisions, even when they're not popular, directly relates to how younger generations see leadership today. The old "do what I say" style, common in the past, is quickly being replaced by a demand for authenticity, transparency, and empathy. Young leaders, often thrown into positions of power as founders or quickly promoted, might not have as much experience as those who came before them. They're living in a world where information is instantly available, and they might even get leadership advice from AI tools like ChatGPT.

But Paul makes a key point: while AI can offer a "cheat sheet" for certain situations, it can't give you the real-life experience that builds true resilience and determination. Today's generation values leaders who are vulnerable yet strong, willing to own their mistakes, and consistent in their values. This is quite different from the past, where leaders might have felt they had to appear perfect. "If you commit to the journey of wanting to lead, then you've got to live. You're going to make your mistakes," Paul says.

The challenge for leaders today, no matter their age, is to find that sweet spot. It's about having the courage to make tough choices that might be uncomfortable or go against the grain, while also creating a workplace built on psychological safety and trust. This means looking beyond just revenue and growth, and asking deeper questions like: "How have your people developed?"

Ultimately, bridging the gap between generations in leadership isn't about one group copying another. It's about all leaders recognising that the heart of good leadership is about being consistent, empathetic, and ready to make hard decisions from a place of genuine care. When leaders show these qualities, they not only get things done but also inspire and develop the next generation of leaders to do the same.

Ultimately, bridging the gap between generations in leadership isn't about one group copying another. It's about all leaders recognising that the heart of good leadership is about being consistent, empathetic, and ready to make hard decisions from a place of genuine care. When leaders show these qualities, they not only get things done but also inspire and develop the next generation of leaders to do the same.

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