Masterclasses:
Targeted Leadership Development

Deep-dive, interactive workshops designed to equip your leaders with the practical tools and shared language needed to sustain behaviour and culture change.

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90 or 120-Minute, Virtual

These high-impact sessions are delivered virtually to accommodate busy teams, ensuring that transformative learning fits into a concise 90 or 120-minute window.

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Facilitated Authority

Facilitated by Roy Gluckman-John, an expert who can hold the room and guide participants through the "Monster" of uncomfortable corporate truths.

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Interactive & Multimedia Design

Designed for smaller cohorts, allowing for deep discussion, peer-to-peer learning, and real-time problem solving. We use cinematic documentary videos to ground the theory in human reality.

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Practical Tools

Every masterclass delivers a suite of ready-to-use leadership frameworks and communication models designed for immediate and practical application within your specific team dynamics.

Our Masterclass Offering

Topics 1 - 4

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Psychological Safety

How to lead psychologically safe teams and unlock performance in uncertain times.

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Unconscious Bias

How to reduce unconscious bias and eliminate favouritism in the moments that matter.

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Generational Diversity & Gen Z

How to bridge generational gaps and lead Gen Z with confidence.

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YES Youth / Line Managers

How to better optimise the working relationships between YES Youth and Line Managers.

Topics 5 - 6

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Sexual Harassment

How to protect your team from sexual harassment during our GBV crisis.

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LGBTIQA+ & Pride

How to cultivate psychological safety and belonging for your LGBTIQA+ colleagues through active allyship.


Trusted by Leading Organisations


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The Post-Session Edge

Impact doesn't stop when the workshop ends; we provide the tools and support to ensure the habits stick.

AI Facilitator, Zed

For specific masterclasses, participants get exclusive access to our first-of-its-kind AI facilitator for real-time guided conversations.

WhatsApp Advisor Access

Leaders gain direct access to our "Advisor-in-Your-Pocket" for real-time guidance on implementing session learnings.

Digital Leadership Toolkits

Every participant receives a comprehensive digital guide containing the session's core frameworks, communication scripts, and conversation starters.

Build Strategic Leadership Roadmaps

Move beyond the one-off workshop and build a year-long track of leadership growth. We help you design a roadmap that aligns with your organisational goals.

The Foundational Track

A two-part journey focusing on Unconscious Bias and Psychological Safety to establish the essential baseline for an inclusive, high-performing culture.

The Future-Proof Track

Add our Gen Z masterclass to the Foundational Track sequences for organisations ready to navigate the rapidly evolving modern talent landscape.

The Quarterly Track

Our flagship quarterly rhythm covering four masterclasses, one per quarter, for organisations committed to achieving sustainable inclusive leadership.

Frequently Asked Questions

  • While tailored for managers and senior leaders, these workshops are equally effective for teams, HR teams and specialised cohorts like ERG committees seeking to deepen their strategic impact.

  • We are platform-agnostic (Zoom, Teams, etc.) and can use our meeting platform or yours.

  • To protect the psychological safety of our participants and encourage real engagement, we do not allow sessions to be recorded. This ensures that every conversation stays within the room, allowing your people to engage authentically without fear of being captured on camera.

  • We recommend a maximum of 25 participants to maintain the psychological safety and intimacy required for deep peer-to-peer discussion, but we can increase to 50 to stay in budget.

  • Yes, we align our core frameworks with your internal organisational values and specific goals to ensure the training feels relevant and integrated.

  • We offer a dual-layered measurement approach using our WhatsApp Advisor for immediate feedback or specific client-focused measurement platforms.

  • While our standard delivery is virtual, we can offer bespoke in-person experiences upon special request.

About the Facilitator:
Roy Gluckman-John

Roy is the co-founder of Run to the Monster, a qualified Attorney of the High Court of South Africa, and a veteran DEI practitioner with over 13 years of experience in high-stakes consulting and programme design. His "superpower" lies in his ability to take complex, sensitive social concepts and package them into relatable, easy-to-understand ideas that reduce defensiveness and invite growth. As an expert in creating psychologically safe spaces, Roy guides participants to "run to the monsters": to face our deeply held beliefs about ourselves and others with honesty and kindness.

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Ready to Level Up Your Leadership?

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