The Security Circle

EP 157 The Messy Middle of Leadership: Lessons from Scaling Pyramids with Chris Stitt

• Yoyo Hamblen • Season 1 • Episode 157

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In this episode of the Security Circle Podcast, Host Yolanda “Yoyo” Hamblen is joined by Chris Stitt, a highly respected security and leadership practitioner whose career spans crisis management, international security operations, and complex bureaucratic environments.

Chris brings rare credibility to the leadership conversation — not from theory, but from lived experience in high-pressure, high-stakes security roles where decisions are made with imperfect information and real consequences. Drawing on his book Scaling Pyramids, Chris explores where leadership actually happens: in the messy middle between strategy and execution, authority and influence, risk and responsibility.

Together, they unpack why middle leaders carry the greatest burden in security organisations, how toxic leadership quietly erodes mission effectiveness, and why power often sits far away from org charts. Chris shares candid stories from his career — including moments of pressure, constraint, and reflection — and explains how effective leaders translate chaos into clarity, protect their teams, and influence upwards without positional power.

Key themes include servant leadership in reality (not rhetoric), decision-making in the fog, navigating bureaucracy without losing integrity, and why organisations fail when silos overpower shared purpose. This is a thoughtful, honest conversation for security professionals who operate in complex environments and want leadership guidance that reflects the real world — not the textbook.

A must-listen for anyone leading from the middle, carrying risk, or trying to make meaningful change inside large, layered organisations.


Buy this awesome book here!!!

https://a.co/d/2jCCuTl


https://www.linkedin.com/in/christopherstittcem/



Security Circle ⭕️  is an IFPOD production for IFPO the International Foundation of Protection Officers