Our one-day enneagram workshop is focused on just one type. Yours.

Go deep (fast) with people just like you.

Why join our 1-day workshop?

Workshops are capped at a maximum of 6 leaders who share your type. Whatever your inner-struggles - you are not alone - and this is a chance to feel that in a deeply connecting way.

Small group and personal attention.

We don’t just surface what’s holding us back - we leverage our actors to try new ways of behaving that directly challenge our old patterns.

Don’t just reflect. Try things out.

Quickest path to transformation.

Focusing on one type allows us to quickly surface the deepest “blocks” and hidden attachments that are hindering growth. New realizations are coupled with instant opportunities to explore what a breakthrough could feel like.

After our one-day workshop is complete, leverage a private coaching session to help integrate learnings back into your real life.

Get concrete help with “what next?”

Enneagram Workshop Dates

  • Type 1 Workshop

    Relaxing the Inner Critic: Finding Freedom in What Is

    One-day workshop for Type 1s learning to release the pressure of “should” and rediscover ease, humor, and acceptance.

    Date: November 2nd, 2026

    Register

  • Type 2 Workshop

    Helping You, Not Them: Embracing Your Feelings, Needs, & Boundaries

    One-day workshop for Type 2s to block out everyone else, connect to their own hearts, and take action on their own behalf.

    Date: November 9th, 2026

    Register

  • Type 3 Workshop

    Pausing the Performance: from “Human Doing” to “Human Being”

    One-day workshop for Type 3s to slow down, breathe, and experience the freedom of being honest with themselves.

    Date: November 10th, 2026

    Register

  • Type 4 Workshop

    You are Not Lacking: Moving from Doubt to Acceptance & Action

    A one-day workshop for Type 4s ready to move from longing and comparison into grounded self-trust and confident action.

    Date: November 16th, 2026

    Register

  • Type 5 Workshop

    Getting Out of Your Head:  Challenging the Assumptions that Keep Us on the Sidelines

    A one-day workshop for Type 5s exploring how to stay resourced while showing up more fully in work and in life.

    Date: November 17th, 2026

    Register

  • Type 6 Workshop

    From Fear to Courage: Moving Beyond Doubt and Trusting Your Gut

    One-day workshop for for Type 6s on developing inner authority and confidence in the face of uncertainty.

    Date: December 1st, 2026

    Register

  • Type 7 Workshop

    Going Deeper: Finding Meaning and Bliss in the Present Moment

    One-day workshop for Type 7s to stop chasing pleasure and running away from pain so that they can access deeper wisdom and peace.

    Date: December 7th, 2026

    Register

  • Type 8 Workshop

    Softening the Edge: Accessing Power Through Innocence

    One-day workshop for Type 8s to give themselves grace and explore how real strength includes vulnerability, gentleness, and letting go.

    Date: December 8th, 2026

    Register

  • Type 9 Workshop

    Waking Up to Yourself: Reclaiming Voice, Energy, and Impact

    A one-day workshop for Type 9s who are ready to move from passive peace to empowered presence.  

    Date: December 14th, 2026

    Register

  • "These workshops are remarkable. The actors are incredible. It's a safe and open space that helps me be more vulnerable than in almost any other space in my life."

    —Andrew Stephenson, Vice-President at the KIPP Foundation

  • "If you're over the exhaustion of constantly hustling, this is an essential opportunity to reconnect with yourself. It's 100% worth the investment"

    —Autriel Galloway, Director at YES Prep 

  • “Do it! The Authentic Leaders team knows how to get beneath the surface and unlock deeper connection. I really, REALLY, want to hold onto this feeling!"

    —Tyler Burrell, Vice-President at RedefinEd 

  • “This is the chance to work with people you will trust and who want you to grow at the deepest levels -- and know how to create the conditions for that kind of development."

    —Davis Zaunbrecher, Founder of Bright Canopy

This is unlike any other enneagram workshop.

  • Take the stage. Our actors will help you experience what growth feels like for your type.

  • Extremely personalized. Two private coaching meetings + one (very) small group workshop.

  • Focused on your type. Just 6 participants who share your enneagram type.

    • Two private coaching sessions - before and after the workshop.

    • A full day (6 hours) of enneagram discovery, reflection, and even an opportunity to try things out with our actors. All within a very small group of 6 participants.

    • $1,875 per participant for the total experience (workshop plus coaching).

    • Tom Kaiser, the co-founder of Authentic Leaders who has been extensively trained in the enneagram, leads all enneagram workshops.

    • Registration closes one week before each workshop. But workshops are capped at 6 participants so anyone interested should register as soon as possible to guarantee a spot.