Ep45: Why the hardest part of leadership has nothing to do with strategy

What does good leadership look like when everything’s changing?

In this episode, Olly sits down with strategic leader, Gary Simpson, to talk about what it really takes to lead in a world that doesn’t sit still. They unpack the tension between short-term wins and long-term vision, why clarity beats control, and how the best leaders create space for others to thrive.

From futures thinking to B2G customer insight, Gary shares a fresh take on leadership that’s grounded in values, not vanity—and built for what’s next.

Connect with Gary.

Chapters:

  • 00:00 - Navigating Change in Leadership

  • 04:52 - The Importance of Adaptability

  • 10:03 - Understanding Customer Needs

  • 15:11 - The Role of Integrity in Leadership

  • 19:55 - Balancing Short-Term and Long-Term Goals

  • 25:05 - Embracing a Growth Mindset

  • 29:53 - Learning from Failure

  • 35:10 - Final Thoughts on Leadership

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