Home |
Generations
Generational Diversity & Gen Z
Masterclass
How to bridge generational gaps and lead Gen Z with confidence.
From R20,500
90 - 120 Minutes
Virtual
Max 50 People
Description
Instinctively, we feel that other people see the world exactly as we do, that our perspective on work, loyalty, and productivity is simply "common sense”. However, common sense is rarely common; it is fundamentally created by the time in which we grew up. The socio-political, economic, and technological landscapes of our formative years define how we trust institutions, our relationship with authority, and what a "good life" actually looks like. When labels like "lazy" or "entitled" are applied to Gen Z, they act as barriers to collaboration, leaving many managers feeling as though they are walking on eggshells or totally fed up. This masterclass provides a space for leaders and managers to unpack these differing generational lenses, moving beyond the friction of assumed "common sense" to build authentic relationships based on empathy and awareness. By understanding the unique factors that define Gen Z's approach to authority and success, you can evolve your leadership style to foster genuine trust, improve communication, and secure long-term retention in a rapidly shifting professional world.
This Masterclass Includes
Expert Live Facilitation
A 90 or 120 minute virtual session led by a veteran DEI practitioner, focusing on leadership strategy and perspective-shifting.
Zed AI Tool Access
Exclusive access to our first-of-its-kind AI Conversation Agent designed to facilitate alignment and expectation conversations between managers and juniors.
The WhatsApp Advisor
Participants gain direct access to our "Advisor-in-Your-Pocket" for real-time guidance on implementing session learnings.
Cinematic Video Content
(Coming August 2026)
Learning Outcomes
Understand Generational Differences
Identify the social and workplace factors that fundamentally shape Gen Z's approach to work.
Dismantle Assumption Bias
Recognise how existing assumptions and labels about younger generations limit team engagement, learning, and efficiency.
Tools on Building Connection
Apply strategies and tools to connect authentically and manage performance effectively across different generational groups.
Master
AI-Facilitated Alignment
We show you how to use Zed, our AI Conversation Agent, to bridge the communication gap during critical expectation-setting conversations with junior staff and colleagues.
Outline
-
An opening reflection on how our individual worldviews are constructed and why we mistakenly assume our perspective is the universal standard.
-
Exploring the specific socio-political, economic, and technological factors that defined the world for Boomers through to Gen Z.
-
Analysing how different eras have impacted our willingness to trust large organisations and traditional authority structures.
-
Our upcoming, first-of-its-kind documentary-style video is coming in the second half of 2026. This cinematic exploration uses real stories to build deep empathy and provide a human-centric window into the Gen Z experience.
-
Looking beyond harmful labels like "lazy" or "entitled" to identify the real opportunities for collaboration.
-
Pinpointing exactly where differing worldviews clash in the daily workplace and why these frictions occur.
-
How to build authentic connection and foster cross-generational learning within your team.
-
Gaining practical tools and scenarios to improve leadership, communication, and trust.
-
Introducing our first-of-its-kind AI tool, Zed. We demonstrate how to use Zed to facilitate seamless alignment and expectation conversations between managers and junior team members.
Who Is This Masterclass For?
Executive and Senior Leadership
People Managers
HR, DEI and ERG Groups
Organisation-wide
Observable Month Pairing
Youth Month (June - South Africa)
Masterclass Pricing
| Bundle Size | Price per Quantity |
|---|---|
| 1 Masterclass | R 29,500 each |
| 4 Masterclasses | R 25,500 each |
| 8 Masterclasses | R 20,500 each |
FAQs
-
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 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.
-
This session is primarily pitched at a beginner to intermediate level to ensure all participants build a solid, shared foundation of language and understanding. However, because we prioritise impact over a "one-size-fits-all" approach, the depth and nuance of the content can be tailored to meet the specific needs, seniority, and DEI maturity of your cohort.
-
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.
-
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 request.
-
Masterclasses can be purchased individually or as part of a bundle, allowing organisations to repeat sessions for different teams or mix topics for a tailored journey.
-
Zed is our proprietary tool built to take the "awkwardness" out of alignment. It guides both the manager and the junior employee through a structured conversation to ensure both parties are on the same page regarding expectations and goals.
Frequently Bought Together
Unconscious Bias
Masterclass | 90-120-Minute | Virtual
Generational Diversity & Gen Z
Awareness Session | 60-Minute | Virtual
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.
