Episode 23

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Published on:

26th Feb 2026

MASTERCLASS: How to Confidently Coach C-Level Executives (Even If You Never Have)

Whether you are a professional coach, a consultant, an HR leader, or simply a manager trying to influence the C-suite, you need to know how to interact with people at the highest levels of an organization .

Many talented professionals hold themselves back from these conversations. They assume they need more credentials or a better "model." But high-level leaders do not care about your certifications. And if you try to use standard behavioral tactics with them, they will show you the door.

In this special live Masterclass recording, we dive deep into the psychology of interacting with top-tier executives . You will learn exactly what C-suite leaders are actually looking for in an advisor, and how to position yourself to earn their trust.


In this episode, you will learn:

-The "Executive Mask": Why CEOs build armor to survive, the 3 types of masks they wear (Competence, Resilience, Control), and why your ability to break through it dictates your influence.

-The Behavioral Trap: Why standard frameworks (like asking, "What are your goals?") fail with executives, and why you must learn to coach their identity, not just their behavior .

-The 3 Keys to High-Level Influence: How to develop the Credibility to get in the room, the Tools to break the mask, and the Presence to tell a $2 billion CEO the unvarnished truth .

-Live Coaching: Listen as I challenge "Bob," a consultant, to stop accepting meetings at the bottom of the ladder and start demanding time with the CEO .


Resources

-Questions on this? Ask me in the Leadership Mindset 2.0 community on LinkedIn or Facebook

-want to coach c-level leaders confidently? Sign up here

Mentioned in this episode:

Join the Executive Coaching Certification here

Executive Coaching Certification - 2026

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About the Podcast

Leadership Mindset 2.0
Transform From Tactical Doer to Strategic Leader: The Psychology of Scaling for Executives & Entrepreneurs
Leadership Mindset 2.0 is the definitive playbook for executives and entrepreneurs ready to break free from the "Doer Trap" and scale their business using psychology and strategy.

Host R. Michael Anderson has scaled multiple software companies to the Inc. 5000 list and was named Social Entrepreneur of the Year. Now, as a 2x Executive Coach of the Year, he uses that experience to help high-performers transform from Tactical Operators into Strategic Leaders.

In this podcast, Michael blends cutting-edge neuroscience, emotional intelligence (EQ), and battle-tested business strategy to help you overcome burnout, imposter syndrome, and the "Leadership Incompetence Trap" so you can lead with clarity and confidence.

Two New Episodes Every Week which include a mix of:
• Strategy: Neuroscience frameworks & leadership tactics to start your week.
• Mentorship: Live Q&A and specific answers to your leadership challenges.
• Coaching: A fly-on-the-wall look at real, unscripted executive coaching sessions as Michael helps leaders break through their blind spots live.
• Masterclasses: Listen in as Michael and guests teach valuable leadership and management skills to a real-life audience.

Topics include: The Psychology of Scaling, Burnout Prevention, Strategic Planning, Executive Coaching, and Emotional Intelligence.

About your host

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R. Michael Anderson

R. Michael Anderson, MBA, MA has a striking combination that creates truly impactful transformation in leaders – he has the real-life business success of founding, scaling and exiting three software companies, plus the educational background of a Masters Degree in Psychology.



This combination gives him the unique ability to connect to other leaders as a peer, then teaches evidence-based leadership skills that genuinely drive behaviour and performance.