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Whatever reason brought you to this page, I'm grateful for you!

I do work with organizations, run my own group programs, and do work with individuals. Scroll down for more information!

Maybe you're new to the Enneagram, or you've taken all the tests and you're still not sure what your type is!

I offer Enneagram typing sessions for people who want to uncover their type and want guidance from someone who knows the Enneagram well.

For $148, you can purchase your typing session here.
The Orientation is an individual, self-paced course that helps you orient to the context of the world that you're in - in this place, in this time - to the things that shape how you understand the world.

Your identities, the cultural context, your body, your Enneagram type. They're all linked in ways it would be impossible to separate.

For $444 and more information, check that out here.
This is my one-on-one offering. I love  leading people in this potent intensive.

If you've been looking for a coach to see you as your highest self while holding space for you to grow into yourself, I would love to talk to you about this intensive!

It's twelve weeks, with weekly sessions and weekly homework. If you know you are looking for deeper work, and someone to hold you in it, this might be for you.

We go over the Enneagram, antiracist education, and more.

If you're interested, sign up for an exploration call with me
here. We'll talk cost, timeline, how we move through the information, etc.
Life On Vulnerability is a community that I created so that people at all stops on their personal journey could have space to grow together.

It's a six-month program where we tackle the topics of Enneagram, antiracism, and embodiment every month.

We enroll quarterly and you can renew your membership monthly for as long as you want after your six months are completed.

There's a supportive group of people over there. Check it out
here. (Full pay and sliding scale payments available.)
I love doing work with organizations. Part of the work that we have to truly heal and move forward is on the institutional level. The work that institutions do to become more self-aware, to dismantle whiteness, and to honor us all as fully human is crucial.

The best way to talk more about working together is by jumping on a phone call! You can do that here.





Ways I Can Support Your Team

Soft/Essential Skill Building Workshops - Soft skills are important to the functioning of any organization. When they're lacking, it undermines the success that your group can have. I lead on topics such as communication, conflict resolution, critical thinking, ethics, leadership, responding under pressure, stress management, teamwork, time management, values, and more.

Enneagram Full- and Half-Day Seminars - The Enneagram is a personality typing system that gives you and everyone in your organization shared language, self-awareness, and empathy. Attendees will do their inner work as individuals and meaningful team building as a group to improve group dynamics, communication, and goal completion.
* sample full day schedule here

Individual and Small Group Coaching - As the leader, if you partner with me for either of the top options, you'll receive one-on-one coaching. There's also an option to invest in individual and small group coaching for you and your team. This intensive option is great if your organization is growing, has a lot of transition, or you're focusing on very specific goals.


How I Can Support Your Dreams

Enneagram Type Discovery Session (formerly known as a typing interview) - if you are interested in finding your type or discerning between two types, this session is for you. We'll go on a journey through your life and look at patterns and habits that will illuminate your core Enneagram type. This session will enlighten you and leads to a deeper understanding and appreciation for what has made you who you are.

One-on-one/Couples Coaching Packages - Currently, I offer three-month coaching packages. When we begin, you will set goals for yourself (and together with your partner) and get support and accountability in achieving them. We'll combine Enneagram work with mindset shifts to let go of what's standing in your way to create the life you want. If you want to chat more about this, sign up for a time or email hello@jessicaddickson.com with more questions.

Coming Soon - I believe in the power of community, so I'm creating a small group program. Doing our personal work within the context of community to creates magic for deeper healing.

What People Have Said About Working With Me

"One of my favorite things about you is the way you listen to problems and respond."


"The way you listen without judgment makes all the difference in the world."


"Jessica is not just a cheerleader, but a coach. She will help you bring action to your goals."


"Jessica is truly an outstanding facilitator who will change the way you think."

Emma Bloom

If you know you want something, but aren't sure what, let's hop on a call! They're free, we'll get to know each other, and  you can discern what your next best steps are!


We take your privacy very seriously, your contact details will not be passed on to third parties.
© Jessica Denise Dickson Coaching. All rights reserved.