Change is inevitable, but leading through it isn’t always easy. In the latest episode of The Leadership Habit Podcast, Hywel Berry, CEO and founder of Alicorn Learning, joined host Jenn DeWall to discuss how leaders can effectively manage resistance to change and lead through cynicism without losing their sanity!

Hywel Berry is the CEO and founder of Alicorn Learning, which supports leaders and their teams in being as successful at work as possible. Hywel has delivered over 300 keynotes to more than 50,000 people and has worked with Fortune 500 companies as diverse as Nike, Deloitte, Salesforce and Microsoft. 

Hywel has also written for theater, film and television in the UK and the US. However, he spent most of his career in sales for the Financial Times and FT.com. During his years with the newspaper, he developed, grew and managed multiple million-dollar client relationships. His experience recruiting, training and managing teams has provided a wealth of insights into effective leadership. 

As the episode opens, Jenn DeWall asks Hywel why leading through change is so hard and why employees are often so resistant.  

“Nobody wakes up in the morning thinking, ‘I want to make someone’s life difficult,'” Hywel explains. Instead, resistance often stems from fear of the unknown and a natural preference for the status quo. According to Hywel, humans run 95% of their daily lives on habits, and any disruption to those routines can lead to pushback.

Hywel highlights a key insight: “People are more comfortable with unhappiness than they are with uncertainty.” This means even positive changes can provoke resistance as individuals face the challenge of adapting to new realities.

Hywel identifies five types of team members leaders encounter during times of change:

While saboteurs may seem more challenging due to their overt actions, Hywel cautions against underestimating quiet cynics. “Their resistance is more covert, making it harder to detect and address,” he explains. Leaders must remain vigilant and seek to create an environment where all team members feel comfortable voicing their concerns openly.

One of Hywel’s key strategies is to “be your own cynic.” This involves anticipating the challenges your team might raise and addressing them upfront. For example, if raising targets by 60% seems daunting, Hywel suggests saying: “You’re probably thinking raising our targets is madness given how this year has gone. Let’s explore why this decision was made and how we can approach it.”

By acknowledging potential concerns, leaders can diffuse negativity and create a space for constructive dialogue.

Hywel advocates for a balanced approach, which he calls realistic optimism. Leaders should acknowledge the difficulties of change while presenting opportunities for growth. “Your role as a leader is to be realistic about challenges but bring healthy optimism to your team,” he says.

To conclude the episode, Hywel shares actionable advice for leaders:

For more insights from Hywel Berry, check out:

Navigating change requires strong leadership skills. Crestcom offers a complimentary leadership skills workshop to help teams work better together. In just two hours, your team can gain practical tools to improve decision-making, build trust, and increase accountability.

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