Upcoming Offerings
July 2 – August 27 (weekly)
Online via Zoom · 7:00-8:30 PM ET
with Jill Smith
Week of Sunday, September 20 – week of December 13, 2026
Five 12‑week cohorts meeting at varied times (No meeting Thanksgiving week)
Online
Team Facilitated
Join a contemplative Enneagram practice community designed to gently deepen your journey of awakening. Through shared reflection, embodied practice, and compassionate witnessing, we integrate Enneagram wisdom into lived experience. This fall’s cohorts will focus on the Enneagram and the delusion of separateness.
October 20–23, 2026
Online · Free & On Demand
with Rev. Nhien Vuong, JD, MDiv
Join Nhien at Tyler Zach’s free, virtual Spiritual Formation Summit. In her session, Discovering the Soul Gifts of Your Enneagram Type (available Thursday, October 22), we’ll explore the soul gifts of each of the nine types and how our familiar patterns can become doorways back to our true nature.
Registration is free. An All Access Pass offers lifetime access to every session.
November 21, 2026
Online via Zoom · 10:30 AM–12:00 PM CDT
A monthly gathering space for thoughtful, heart-centered conversation and authentic community connection. Rooted in presence, respect, and curiosity, these facilitated gatherings invite reflection and dialogue around spirituality, embodiment, relationships, creativity, social change, the Enneagram, and the evolving questions of our lives.
This month’s theme: Generosity & Gratitude
December 4–5, 2026
Live online via Zoom · 10:00 AM–2:30 PM CST each day · recorded
with Rev. Nhien Vuong, JD, MDiv
How do we hold our longing for justice alongside our belief that we are all one? Drawing on Unity metaphysics, A Course in Miracles, and the Enneagram, we’ll explore how each type holds on to judgment and how we might move beyond blame without giving up accountability or healthy boundaries. Together we’ll practice seeing beyond error, letting resentment go, and bringing more love into the world without hating or othering.
Open to all. Part 1 is recommended but not required.
Online via Zoom · February 2027 – December 2028
with Revs. Nhien Vuong, JD, MDiv & Scott McRae, MDiv, ACPE
Join the inaugural cohort of this pioneering, Enneagram-informed spiritual direction training. Integrating contemplative spirituality, the Enneagram, and the art of spiritual accompaniment, this two-year formation journey is designed for those called to accompany others with greater wisdom, presence, and compassion. Inclusive and interspiritual in its approach, the program welcomes participants from diverse faith traditions and levels of Enneagram experience.
This program includes an optional, fully integrated pathway to earn your Contemplative Enneagram Practitioner (CEP) Certification — at no additional tuition.
Applications are now open. An Early Bird discount is offered for those who are accepted and register by October 31, 2026.
April 10, 2027 · 10:00 AM–6:00 PM (SGT)
In-person · Singapore
380 Jalan Besar, ARC 380, #08-01
Singapore 209000
with Rev. Nhien Vuong, JD, MDiv
An advanced daylong masterclass for those who already know their type—move beyond automatic personality patterns to reconnect with your soul gifts and cultivate a more authentic, grounded, and embodied approach to leadership and life. Hosted by The Enneagram Academy Singapore.
Looking for a broader view of upcoming gatherings — and a glimpse of past offerings?
Ongoing Pathways
Seeking a deeper or more sustained engagement:
Yearlong training & Enneagram certification
A yearlong, in‑depth training for leaders and earnest seekers called to embody and share contemplative Enneagram work. This specialized program cultivates the depth and capacity to sustain Enneagram‑informed contemplation and transformation in oneself and others.
Self‑paced book journey training & certification
A contemplative, Enneagram‑informed certification guided by the author, exploring self‑discovery, wholeness, and interconnectedness. This training prepares you to facilitate a contemplative Enneagram book journey grounded in The Enneagram of the Soul with clarity, depth, and compassion.
Week of Sunday, September 20 – week of December 13, 2026
Five 12‑week cohorts meeting at varied times (No meeting Thanksgiving week)
Online
Team Facilitated
Join a contemplative Enneagram practice community designed to gently deepen your journey of awakening. Through shared reflection, embodied practice, and compassionate witnessing, we integrate Enneagram wisdom into lived experience. This fall’s cohorts will focus on the Enneagram and the delusion of separateness.
Online via Zoom · Newly Updated Schedule: February 2027 – December 2028
with Revs. Nhien Vuong, JD, MDiv & Scott McRae, MDiv, ACPE
A pioneering, Enneagram-informed spiritual direction training and certificate program. Over two years, this formation journey integrates contemplative spirituality, the Enneagram, and the art of spiritual accompaniment for those called to accompany others with greater wisdom, presence, and compassion—welcoming participants from diverse faith traditions and levels of Enneagram experience. Contemplative Enneagram Practitioner (CEP) Certification is included as an optional track at no additional tuition.
Begins February 2027 · Applications open · Early Bird through October 31, 2026
Selected Past Offerings
International Enneagram Association Regional Conference (IEA Egypt)
Pre‑Conference Workshop & Main Stage Presenter · Cairo, Egypt · 2026
(Also presented in 2024 & 2022)
Contemplative Enneagram Summit (Closer Than Breath)
Keynote Presenter & Co‑Host · 2025
International Enneagram Association Global Workshop
“Beyond the Mind: Awakening Your Heart through the Enneagram” · Presenter · 2024
3 Contemplative Enneagram Soul Journeys
Retreat Facilitator · Holy Family Retreat Center, CT · 2023–2024
Spiritual Directors International Annual Conference
Pre‑Conference Presenter · NM, USA · 2022
Host Us
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Seeking a customized offering for you or your community?
Host Evolving Enneagram at your private or public event.
