What happens when everything you thought you knew about leadership is challenged?

After decades in the military, Simon believed leadership was a skill he had mastered. But while completing a Master's degree in leadership, he discovered a different reality—one that forced him to question long-held beliefs about authority, success, and what it truly means to lead.

In this episode of Tumble Upward, Simon shares his journey of stepping beyond a deeply ingrained military identity, building a successful leadership podcast, navigating personal sacrifice, and ultimately returning to leadership with a completely new perspective.

This is a conversation about growth, curiosity, identity, and the courage to evolve when the path ahead looks different from the one you planned.

Connect with Simon:🔗 Website: Trench Leadership