AI #096: The Only Easy Day Was Yesterday. Leadership Lessons from a CEO - Jack Shade
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In this episode of the podcast, I sit down with Jack Shade — CEO, former RAND Corporation researcher, and trusted advisor and coach to executives — to unpack what leadership really looks like when the stakes are high and the decisions truly matter.
Jack brings a rare perspective shaped by years of rigorous research, strategic advisory work, and real-world executive coaching. From advising senior leaders to helping organisations navigate complexity, uncertainty, and pressure, Jack shares what separates effective leadership from performative leadership.
We explore:
How research-driven thinking shapes better leaders
The realities of decision-making under uncertainty
Why clarity, judgment, and self-awareness matter more than charisma
Common leadership blind spots executives don’t realise they have
What it truly means to lead people — not just manage outcomes
This conversation goes beyond buzzwords and frameworks. It’s a grounded, thoughtful look at leadership through the lens of experience, discipline, and deep reflection.
If you’re a founder, executive, or emerging leader looking to sharpen how you think, decide, and lead — this episode will challenge and elevate your perspective.
Tune in and enjoy.
EP Guest: Jack Shade
LinkedIn: https://www.linkedin.com/in/jackaskeels/
Loud Collective Website: https://www.loudco.com/
Infinite CXO Website: https://infinitecxo.com/
Email: jshade@loudco.com
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