Deepening With the Enneagram (DWE)
Sept 9, 2025- May 26, 2026
Knowledge alone will not change us.
It is the work of integrating that knowledge into our lived experience that develops Wisdom and healing.
The work of integration takes courage, perseverance, discipline, consistency, willingness…and a sense of humor! This is why ongoing community support is so essential. Without regular practice and accountability, the ego slides back into the driver’s seat, because that’s our default mode. The accountability from the community is the safety net that prevents this disintegration. It is possible to be free from the persecutions of our personality, and this course has been developed for this exact reason: to move us up the Levels of Development so that we can find more freedom, joy and ease in our lives, and let go of stress and suffering. This liberates our LifeForce to become an agent for positive change in our families, communities and the world. And our world really needs us all to show up in new ways right now.
Who is this course for?
This course is for people who already have a firm foundation in Enneagram knowledge. You must be confident of your Enneagram type and have completed at least one of these requirements to apply:
Read “The Wisdom of the Enneagram” from cover to cover, as well as at least 3 other Enneagram books
Completed my “Journeying With the Enneagram” 10-month course
Have attended an Enneagram workshop or training with another IEA accredited professional
** If you have not completed any of these requirements, you are invited to take my 5 month “Journeying With the Enneagram” Course! **
Apply now by completing the “Readiness Assessment Survey.”
This is a nine-month Course, divided into 3 Modules
MODULE 1: Sept, Oct, Nov -“The Building Blocks of Personality”
Passions, Fixations, Defense Mechanisms, and Centers of Intelligence (underlying motivations, needs & issues)
MODULE 2: Dec, Jan, Feb - “Finding Balance & Inner Alignment”
Unscrambling our Centers, working with our Instincts, and developing the Virtues & Presence Practices
MODULE 3: March, April, May - “Shadow Work”
Levels of Development, Core Dynamics, Inner Line movements
What Past participants Are Saying
“I can sum up this course in two words: LIFE CHANGING.”
— Kristi, Type 6
“Chelsea is a wizard at leading- most specifically at asking the right leading questions that prompt you into the inner work you are avoiding. Self awareness is the key to making changes and Chelsea will lead you on your healing journey!!”
-Marilyn, Type 4
“My days are changed. My everyday life is rearranged. Walls have been lowered, some totally demolished. Neglected corners have been cleared. There is more space for breath.”
Nancy, Type 7
“This course is highly motivational to do "The Work" to grow beyond our current limitations. For myself, I have learned more about the Enneagram in a way that has changed me more than any other course. I dedicated the time and intensity to reap the benefits!”
Jeanie, Type 1
“The quality and depth of teaching is incredible.”
Casey, Type 1
"It is not an exaggeration to state that JWE has changed my life!!!!! The readings, videos, group discussions, personal practices and 1:1 somatic work has helped me identify and "work through" many of my main personality issues. I especially appreciate Chelsea's patient, grounded and thorough presentations and individual sessions. I highly, highly recommend this course!!!!!"
Erin, Type 1
What’s Included
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2 Integration Sessions per month with the large group in real-time on Zoom (time to do Presence practices, process your Inner Work, Q&A with Chelsea, learn from each other, and get coached in areas where you are struggling). If you need to miss a session, you can still access it through the recording.
Schedule/Time Commitment: Two Tuesdays each month, 6:30-8pm CST (starting Sept 9)
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2 Monthly meetings with a small group cohort of peers (3-4 people per group) for integration exercises and personal check-ins. This ongoing connection with a few friends using the Enneagram to do your Inner Work together will provide the accountability, support and fun that it takes to keep journeying deeper in The Work.
Schedule/Time Commitment: meet two Tuesdays of each month - 6:30-7:30pm CST
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Monthly 1:1 coaching session with Chelsea .This is time to really dig into areas where you are getting stuck, or to get support in processing through discernment, transitions, grief, rage, fear, etc.
Schedule/Time Commitment: you schedule a time that works for you. Sessions last 1 hour, once per month.
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Monthly pre-recorded video lessons from Chelsea based on the month’s theme. These are in-depth teachings on each topic (listed above under the “modules”) that you will watch on your own time. You will have lifetime access to these recorded lessons.
Schedule/Time Commitment: Watch 2 videos each month on your own time. (Each video is between 1 hour to 3 hours)
Schedule
We meet four Tuesdays per month (twice with the large group, twice with your small group), on Zoom from 6:30- 8:30pm (Central Time Zone)
Sept 9, 2025 through May 26th, 2026
Large group sessions are 1.5 hours. Small group sessions are 1 hour.
Cost
The total amount for the 9 months is $2,260, or you can pay monthly installments of $270 per month (paying everything up front saves you $170).
Those seeking to become Accredited Professionals through the International Enneagram Association can credit the hours in my DWE course toward their certification.
How to Apply
The first step is to fill out this Readiness Assessment Survey to determine if this course is a good fit for you at this time.
If you are still feeling called to this course at the end of the Assessment, please schedule a 20 minute Zoom call with me to discuss your responses, and any concerns or questions you have.
Take time after our call to discern if this is a good fit for you at this time. If we both determine you are a good fit for this course, you will be invited to join!
9 Epic Journeys Professional Enneagram Certification
Students who have completed DWE are eligible to enroll in a 6-session certification course.
Indiviuals desiring to use the Enneagram professionally for coaching, therapy, spiritual direction, teaching workshops, or corporate trainings are welcome to join this Certification training. Since you already have Enneagram knowledge and Inner Work experience from completing DWE, this certification training will focus on:
Reviewing the Triadics (harmonics, social stance, and Centers) which helps with all parts of group facilitation, coaching, and typing
Witness 2 Live Typing sessions - and receive Typing tips and Typing session format
Leading groups - teaching to all 3 Centers, leading meditation, crafting an Intro workshop, language for corporate teams
Individual Coaching - learning the skills of Inner and Outer Presence, deep listening, reflecting back, offering Enneagram-specific feedback
Resources for your work and Next Steps: handouts, charts, typing resources, books list, quotes/poems to use in workshops
Developing Presence as a coach and facilitator- your level of Presence teaches for you. Learn how to avoid letting your own Type structure trip you up while coaching and teaching.