Designing Your Own Enneagram Workshop?

A great Enneagram workshop is about more than deciding which concepts to teach. It's about creating opportunities for participants to reflect, connect, and apply what they're learning. 

As you explore the sample agendas below, notice how the experience moves between teaching, individual reflection, group conversation, and practical application.

Use these examples as inspiration for structuring your own workshop around the people in the room and what you want them to walk away with.

Option 1: The 2-Hour Introduction

Best for: 

Teams looking for an engaging introduction to the Enneagram and a shared language they can begin using right away.

Before the Workshop

Pre-Workshop Assessment + Reflection

Participants complete an Enneagram assessment before the session and receive their results in advance.

A short pre-workshop survey can also help identify the team’s current strengths, challenges and opportunities — giving the facilitator context for the experience.

During the Workshop

Welcome + Why the Enneagram at Work
10 minutes

Set the stage for the experience, introduce the Enneagram as a workplace tool and explore why people can experience the exact same meeting, conversation or situation very differently.

Meet the 9 Types
45 minutes

An engaging introduction to the nine Enneagram types, with an emphasis on the different motivations, perspectives and patterns each can bring to work.

Rather than simply memorizing nine personality descriptions, participants begin asking:

What makes sense from this person's point of view?

Type Reflection + Small-Group Conversation
20 minutes

Participants have an opportunity to reflect on their own results and connect with others through guided discussion.

This is often where the Enneagram begins moving from something people are learning about to something they're recognizing in themselves and one another.

Map the Team
20 minutes

See the team through an Enneagram lens.

Where are different perspectives represented? Where might the team naturally have similarities? What viewpoints may be less represented?

The goal isn't to create a “good” team map. It's to become more aware of the perspectives already in the room.

Put It to Work
20 minutes

Bring the conversation back to everyday work through guided questions around communication, collaboration and working relationships.

Participants identify one practical insight they can begin using immediately.

Wrap-Up + What's Next
5 minutes

Capture key takeaways and identify ways the team can keep the shared language going after the workshop.

A Note for Facilitators: More Time Doesn't Have to Mean More Content

More time doesn't simply mean more Enneagram content. It means more time for application.

When you're designing a longer Enneagram workshop, it can be tempting to fill the additional time with more concepts, more slides, and more information. 

But consider what might happen if you used that time differently.

Could participants benefit from more opportunities to hear one another's perspectives? More time to explore how their own patterns show up at work? Or more space to apply what they've learned to their actual relationships?

As you build your agenda, think about how much time you're giving participants to learn the framework versus how much time you're giving them to experience it.

The goal isn't to cover everything you know. It's to create an experience people can actually use.

Option 2: The Half-Day Experience

Best for: 

Teams that want to move beyond an introduction and spend more time applying the Enneagram to how they communicate, collaborate and work together.

Typical length: 3.5–4 hours

Before the Workshop

Pre-Workshop Assessment + Team Survey

Participants complete an Enneagram assessment in advance.

A pre-workshop survey can gather insight into current team dynamics, communication, collaboration and the situations the group would most benefit from exploring.

Those insights help shape the session around the actual team in the room.

During the Workshop

Welcome + Setting the Stage
15 minutes

Connect the experience to the team's goals and introduce a central idea:

We don't all experience work the same way.

The Enneagram gives us a language for understanding some of those differences.

Meet the 9 Types
50 minutes

Explore the nine Enneagram types through a workplace lens, including the motivations, strengths, perspectives and patterns that can influence how each approaches work and relationships.

Participants are encouraged to look beyond behavior and become curious about the logic underneath it.

Type Reflection + Breakout Conversations
30 minutes

Participants reflect on their own patterns and talk with colleagues through guided questions.

These conversations allow people to hear directly from one another rather than relying on assumptions about what a particular type thinks, needs or intends.

Break
10–15 minutes

Your Team Through the Enneagram
30 minutes

Explore the team's Enneagram map together.

Consider:

Where do we have similarities?

Where do we bring very different perspectives?

What strengths might those differences create?

Where could they contribute to misunderstanding or friction?

Lost in Translation: Communication + Collaboration
40 minutes

Move from understanding types to understanding one another.

Explore how different people may interpret communication, feedback, urgency, questions, decisions and interactions differently, and what can get lost in translation as a result.

The team begins identifying ways to translate across those differences rather than expecting everyone to communicate or work the same way.

Put It to Work: Team Conversation
30 minutes

Use guided discussion questions to apply what the team has learned to its actual working relationships.

Depending on the team's goals, conversation might focus on communication, collaboration, feedback, conflict, leadership or a current team challenge.

From Insight to Action
20 minutes

Participants identify practical ways they want to work differently because of what they've learned.

The team can also begin identifying shared language, reminders or practices they want to carry forward.

Wrap-Up + Keep the Shared Language Going
10 minutes

Capture key insights and discuss how the Enneagram can continue showing up in everyday work rather than becoming “that workshop we did once.”

© 2026 Enneagram MBA, LLC. All rights reserved. Discussion questions may be used in your own facilitated workshops. This resource may not be reproduced, redistributed, or sold without written permission.

Not Sure Which Format Fits? 

Start with the outcome rather than the number of hours. Ask:

What do we want people to understand differently?

What do we want them to talk about together?

What do we hope they do differently when they return to work?

Those answers can help determine whether your team needs a focused introduction, a more interactive half-day, or a longer development experience.