Intro to the Enneagram Program in Boulder, CO (Retreat 4/17-4/19, first call 3/24)

Josh’s Enneagram class blew my mind. I want everyone I work with to know this tool. If you are a start up founder, a leader of any organization, or a human in any other context, you should know this tool. And you should learn it from Josh.

~ Dan Teran, Founder & CEO, Managed by Q

An Invitation: Discover The Enneagram

Please join up to 12 participants in Boulder, CO to attend a 6-week Enneagram discovery program which includes:

  • A 3-day retreat
  • 3 group video calls
  • 2 coaching calls with me
  • An optional listening partnership with another participant

What’s the Enneagram?

The Enneagram is a system of personality types based on the diagram above. Its accuracy and depth make it a powerful tool for cultivating self awareness, understanding others, and doing inner work.

The Enneagram helps you understand the structure of your psyche, or “why you have certain ‘buttons’ and why some people habitually push them.” After an Enneagram program, it is not uncommon for people to say things like, “I’ve never gotten my husband until now,” or, “This whole time I thought my boss was a jerk… but now that I understand him, it’s so much easier to work with him.” 

I took this class with my wife. It saved our marriage.

~ Brian Rook, Father, Husband, Director of Information Technology (Quanta)

I took josh’s enneagram class 6 months ago and I still talk about it every day.

~ Will Deheeger

This program will help you to:

  • Feel more powerful and grounded in your body
  • Develop your emotional intelligence (EQ)
  • Cultivate stillness in your mind
  • Learn how to be “present in all 3 centers” (body, heart, mind)
  • Experience your essential goodness
  • Understand what motivates others
  • See the beauty in other people, even “difficult” ones
  • Learn how to listen and communicate with others more skillfully
  • Learn how to support others in ways that actually help
  • Identify the gifts and liabilities of your personality structure
  • See the blindspots that are holding you back in your relationships, career, and personal development
  • Locate where you are in the spectrum of psychological health, and see how to grow
  • Take practical steps down your unique path to inner peace
Sarah Adler, Co-Founder of Spoon University

Josh’s way of instructing a down to earth spiritual growth class blew me away. Josh has a practical way of teaching the hard stuff in an open, safe environment, and his class helped me identify parts of my personality that have been dormant for a long time.

Rachel Neidich-Rook

Josh is a gifted facilitator of transformative experiences. He listens with his full heart and a profound sense of presence. He somehow attunes to each individual and the collective, creating a beautiful container for healing. There wasn’t a moment where I didn’t feel supported and held by him and the entire group. Together we remembered what is was like to be fully seen, listened to, and accepted for all that we are. The way in which we connected and leaned into those tender and vulnerable places is a testament to his work. Each moment was potent, revealing something incredibly insightful about myself or another. Typically a few weeks after a retreat, life goes back to normal and the experience slowly slips into the background, but Josh’s work is still at the forefront of my mind and has changed the way I lead my life. Truly powerful beyond words!

~ Ash Silver, Spiritual Healer

The program is designed for beginner and intermediate Enneagram students, but advanced students are encouraged.

A Community Focus

Since the Enneagram is about people, it is best to learn it with others.

The group calls before the retreat help you “settle in” with the other participants and form an intentional community for honest exploration.

Josh is a gentle, yet firm teacher. He fosters mutual respect and rigorous honesty, which enables deeper learning. Within our group, individuals had varying degrees of experience with introspection. Josh seamlessly brought the group together and met each member at his/her level. I highly recommend taking the Enneagram and Josh as a facilitator.

~ Carolyn Kelly, Stanford Graduate School of Business ’17

The Program Structure

While many self awareness tools help you identify your buttons, the Enneagram’s power is that it shows you how to transcend them.

Transcendence requires time and community, and the 6-week program structure provides both.

Before the Retreat:

  • Two group video calls set the tone for authentic sharing and listening
  • You take an Enneagram Test online (~30min)
  • Your read assigned sections (~60 pages) from our textbook, The Wisdom of the Enneagram
  • One 1:1 coaching call with me to hone in on your type and unpack first insights
  • Optional: I pair you with another participant, who becomes your “listening partner.” The two of you have weekly calls to explore the enneagram together.

The Retreat:

At the retreat, I guide our exploration of the Enneagram with lecture, handouts, exercises, quiet reflection, and personal sharing. I also introduce art, music, poetry, pop culture, politics, and history to enrich your understanding of each type. Participation in all exercises is voluntary.

“Class” is Friday – Sunday from 9:00am – 7:00pm.

After the Retreat:

  • 1 final group call
  • Optional 1:1 call with me within 3 months after the program
Catherine Clark, Columbia Business School ’20

I have studied and applied the Enneagram for over ten years. During this time I have attended several extended, in-depth classes on understanding and applying the Enneagram. After attending Josh’s three day retreat I gained a deeper understanding in this timeframe than all my previous training combined. The material was clearly presented, the content was rich, but overwhelmingly the value of the class – and what stood apart from all my other training – was Josh’s thorough ability to clearly and concisely distill complex information into easily digestible pieces. It was remarkable. The class was extremely well structured and facilitated deep, meaningful dialogue amongst everyone.

~ Brian Rook, Father, Husband, Director of Information Technology for Quanta

The Schedule

3/246:30 PM – 8:30 PM ETGroup Video Call 1
4/76:30 PM – 8:30 PM MTGroup Video Call 2
TBDTBDIndividual Call with Josh
4/17-4/199:00 AM – 7:00 PM MT3-day Retreat
5/46:30 PM – 8:30 PM MTGroup Video Call 3
TBDTBDIndividual Call with Josh


  • Online Test: The RHETI (Riso-Hudson Enneagram Type Indicator) (~30min)
  • Textbook: The Wisdom of the Enneagram by Don Riso and Russ Hudson, from which I will ask you to read selections (~60 pages) before the class (<$20)
  • Binder with handouts (I provide at the workshop)

Workshop Size

6 – 12 participants.


Group Video Calls will be held via Zoom. You’ll get a calendar invite with a link. Same for Individual calls.

The Retreat location is TBD.

The program runs with a minimum of 6 people.


I offer this program on a discounted sliding scale from $1375 – $1775.

You can pay any amount in that range.

This fee is “all-in” and includes 2 individual calls, 3 group calls, the online Enneagram test, the workshop binder, lodging for 3 nights, and all food.

Scholarships may be available and are evaluated on a per request basis.

To reserve a spot:

Please email and pay a $200 refundable deposit via Zelle to Lavine Enterprises LLC (

The rest of the payment is due by Friday of the retreat (4/17).


Please reach out!

The Facilitator

I have been studying the Enneagram in depth for over 5 years in workshops with the Enneagram Institute, New York Enneagram, and the Educare Unlearning Institute. I have over 500 hours in coaching and listening training in programs through the Educare Unlearning Institute and am currently enrolled in New Ventures West’s Professional Coaching Certification Program. I do executive coaching and holistic life coaching.

I draw inspiration from many teachers including Parker Palmer, Ken Wilber, Peter Senge, Frederic Laloux, Wendy Palmer, Byron Katie, Mary Oliver, and Adyashanti.

Anna Murphy, Kellogg School of Management ’20

In all honestly, I went into Josh’s retreat weekend somewhat skeptical. I’d already explored a lot of different approaches to self development and wasn’t sure what else was to be gained. And all I can say is WOW, thank god I embarked on such a life-changing weekend. It’s scary to imagine a world where I didn’t attend. Why? I’m still processing, but here are some thoughts: In general I feel like I have more awareness and compassion for myself and others. It may sound trite, but since the retreat I’ve noticed myself observing random strangers with more curiosity and compassion where previously I would have been more likely to get annoyed or pass judgment.

My interactions with colleagues have also been easier and more enjoyable. It’s been harder to get triggered. I also learned to appreciate certain things about myself that I wasn’t aware of before e.g. my connection to my body, and the value of doubling down on that versus taking it for granted. Since the weekend I’ve been working out more and generally feeling more settled and grounded in my body. 

I’ve also gained significant clarity regarding important life decisions in front of me–clarity I didn’t realize I needed ahead of the weekend. Scary to think I may have just continued down the default path unaware of the major fork looming ahead. 

Finally, I’d say that one of the best things about the weekend was going deep with the incredible group that Josh put together. A lot of the benefits come not just from individual teaching by Josh, but the way he orchestrates the group so that people share and open up to each other with such depth. That’s the magic. I feel grateful for having witnessed such beautiful and heartfelt human interactions. And excited to feel more alive, heart open, and connected to others moving forward.

~ Carter Cleveland, Artsy, Founder & Executive Chairman

Josh is an incredible teacher, and it is clear that he has spent years acquiring deep knowledge. Every teaching moment came with stories from his own life that really brought the Enneagram to life. Josh managed to create a safe space in which I felt encouraged to dive beyond the surface and reflect and share who I am and who I might want to become. I highly recommend Josh as a teacher and the Enneagram as a framework to anyone looking to explore on a deep level who they are.

~Malte Kramer, Founder of Luxury Presence and author of Play for Something

I absolutely loved my first deep dive into the Enneagram, and Josh was a fantastic facilitator. Our group had a few first timers (like myself) and others with a lot of experience with the Enneagram, and Josh handled the dynamic expertly. Josh had a way of making everybody feel safe in sharing their true thoughts and feelings, but at the same time he was able to challenge people to ensure that our sessions together were maximized. I will use what I learnt on our retreat in my daily interactions for the rest of my life, and I recommend the class to anyone looking to deepen their understanding of human behavior/interactions.

~ Michael Hobbs, Stanford Graduate School of Business ’17, Former New Zealand Professional Rugby Player
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