Vero Beach, FL - United States

Jessie Ray

Using the Enneagram to:
Cultivate deeper self-awareness
Gain better understanding of others
Develop new habits & practices for growth
Experience freedom through a transforming life


Business, College, Endorsed EIP Coach, Marriage, Ministry, Non-Profit, and Team Building

Delivery Methods
Group, In-Person, and Virtual Meeting


Certified Enneagram Coach: Type 1

More about Jessie Ray

One guiding question through my life has been “what does it take to make this a thriving space?” Whether it’s the community where I live, the church that I attend, or my inner world and home. I am driven by the desire to bring life-giving practices and opportunities to our world.

I believe the more we know ourselves and bring self-leadership to the spaces we inhabit, the greater potential for positive change and transformation. I have experienced this in my marriage and in many relationships. Author and psychologist David Benner has said: “You cannot change what you cannot name.” If we want to change our unhealthy patterns of how we react to ourselves and others, we have to do the inner work of noticing, naming, and turning from those patterns. What I love about the Enneagram is that it not only shows us our struggles, but our opportunities for growth as well.

I studied history and urban planning, and have worked for community nonprofits and collaborations, ministries, and for-profit businesses over the last decade (plus!).

I received my Bachelor’s in History from Florida State University and my Master’s in Urban and Environmental Planning from the University of Virgina. In 2021 I completed the Transforming Center Community Experience and received my certificate in Spiritual Transformation. In Spring 2021 I completed my Enneagram Training through YEC and continue my professional development through readings and teachings of several prominent teachers.

I currently call Florida home and am a wife, mom of 2 boys, and leader of a Safe Families for Children chapter.


Certified Enneagram Coach

Enneagram Internal Profile (EIP) Certified

Certificate in Spiritual Transformation- Transforming Center Community 15


20-Minute Consultation
Our endorsed YEC certified coach will outline YEC's three-step coaching process so you can make the right decision for your needs.
Discovering You Sessions - 50 mins
I will help guide you in discovering your main Enneagram type.
Exploring You Sessions - 50 mins
There are five sessions in this series. We’ll work through various layers of the Enneagram to increase your knowledge base without feeling overwhelmed. I will also include spiritual practices and journaling prompts for further reflection.
Couples Sessions - 1.5hrs
Once both the husband and wife are confident in their Types, we can work together to highlight communication and conflict styles. We can also brainstorm spiritual practices and rhythms for mutual support and growth.
I have a variety of short teachings and longer workshops I can lead for your friends, team or church. Contact me so we can develop a plan and pricing based on your goals and time frame.
Contact for Price

Please select an offering to view payment options.

I would highly recommend Jessie Ray for your enneagram work for your leadership team. She worked with our team to explain basics about the enneagram and gave us a simple understanding about how to grow emotionally and why it is important to keep growing. Then we received information on how we could work better and smarter as a team as we think about how each person has been created and therefore how they hear things, process, interact with their world, like to hear criticism, and work together.
~Director, International Nonprofit
Jessie Ray is a clear and powerful presenter. Skillfully combining in depth understanding of the Enneagram and spiritual formation she provides a balanced and nuanced approach to her training. ~Nonprofit ministry team member

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