Deep Living Circles

The Power of the Circle in Transformational Work

Circle:  an ancient archetype of wholeness, unity, and connectedness 

Since ancient times, people have been meeting in circles to deepen their sense of belonging and community, gain new perspectives, and deepen their connection to Source.

DL Circles, lovingly and skillfully facilitated,  provide a sacred space for you to join with a small group of seekers to:

  • engage in honest inquiry and intimate sharing
  • experience and recognize your own deeper intelligence arising organically                   
  • be met with non-judgment and appreciation
  • practice presence
  • gain a deeper understanding of yourself through exploring underlying dynamics of the Enneagram which we use as a vehicle for increasing consciousness – develop and expand your capacity for deep living–advancing the healing of the inner divide, transforming your relationship to yourself, living with more expansiveness and freedom, engaging in practices to support you in being more at home in yourself and at ease in the world, waking up to your true nature

The fundamental qualities of curiosity, compassion, willingness to be honest and trust of your unique journey are each crucial to the journey of real personal transformation. Our Deep Living facilitators, who have been studying and working with Roxanne for years, model and support these presence-based qualities, and encourage you to practice and embody them.   

Find a Deep Living Circle Series that best fits you!

We offer in-person and virtual circle series that you can join wherever you live.

Most of our circle offerings schedule 4-6 sessions, meeting regularly with each session being one and a half to two hours long.  Often, participants want to continue meeting in their circles, and follow-up series can be scheduled with your circle facilitator. One of our circles have been meeting for years, scheduling a new series twice a year.

All of our circles are based on the same principles of Deep Living, and thus intertwined. Your circle is part of a larger community of circle members, and of the DLI’s team own circle.   

The foundation of the circles is Roxanne Howe-Murphy’s book, Deep Living:  Transforming Your Relationship to Everything That Matters through the Enneagram, along with Roxanne’s more recent teachings and writings. You will receive a recording with a teaching from Roxanne during your circle series, and you, along with members of all circles, will be invited to participate in a webcast with Roxanne and other members of the DLI team.



 Focus: Building Capacity for Presence

Revisiting the three centers of intelligence; the foundation of presence.

  • Thinking center – where we experience mental clarity
  • Feeling center – where we experience compassion, receptivity, whole heartedness, love.
  • Instinctive center – where we meet our inner authority

How do we build on our capacity for a quiet mind, open heartedness, inner strength and aliveness?


San Mateo Circle

Facilitators:                 Devon Carter and Irma Velasquez

Time:                           7 – 9 p.m. PT

Dates:                          January 10, February 7, March 7, April 5 and May 3

Location:                     provided upon completed registration

For more information and to register:  contact:  irma (at)


San Mateo Coastside Circle (El Granada)

Facilitator:      Irma Velasquez

Time:               7 – 9 p.m.

Dates:              February 5, March 5, April 9, May 7, June 4

Location:         provided upon completed registration

For more information and to register:  contact:  irma (at)



Focus: What are we REALLY doing Here?

This virtual circle will explore the Deep Living Approach to Presence, “Basically it means:

  • Going below the historic storyline of our life to hear and to discover the deeper truth
  • Having enough awareness to get unhooked time and time again from a profoundly addictive substance – which is the idea of who we take ourselves to be
  • Experiencing what is beyond our self-image
  • Building our innate capacity for accessing our deeper intelligence
  • Being profoundly compassionate and accepting of our life’s journey . . .” p. xvi

Facilitators:     Lara Heller and Brian Mitchell-Walker

Time:               10:00-11:30 am PT

Dates:              Wednesdays, March 21, April 4, 18, May 2, 16, 30.

For more information and to register, contact:  brian (at)              



Focus: Continued Exploration of the Deep Living Approach to Building Presence

Facilitator:      Moira McCaskill

Time:               7-9 pm in person

Dates:              TBD, January-April

Location:  provided upon completed registration

For more information and to register, contact moira (at)


Focus: New Deep Living Approach to Building Presence

For:                 Circle currently forming for women lawyers, practicing or not

Facilitator:      Moira McCaskill

Time:               6:30-8:30 pm local time

Dates:              TBD

Location:        downtown; details provided upon completed registration

For more information and to register, contact moira (at)