Coaching
Coaching for What Matters Most
Live Your Questions. Transform Your Life. Show Up for What Matters Most
I coach people who have big questions living within their bones.
Questions that bring you to the catalyzing edge between your limitations and potential, between how things are and what you sense is possible.
Questions that beg you to dig deeper, to transform your life, to become simultaneously more of who you already are and more than you have ever been before.
Questions that bring about a transformation of how you show up for what matters most in life.
And so I ask you, what matters most?
How are you being called to transform?
What questions are you living right now?
What are you willing to do about that?
Who I Work With
I work with anyone who is deeply committed to a life of evolving purpose, transformation, and to showing up every day for what matters most. I tend to work most with leaders, c-suite executives, and entrepreneurs across a variety of industries from upper-mid market organizations to small business, including for-profit and nonprofits. I also work with anyone who is a sincerely dedicated contemplative practitioner.
If you dream big with your feet on the ground, reaching into the creative unknown while doing the nitty gritty work to realize the potential you see in yourself and those around you, let’s talk.
My Approach and Our Journey Together
My coaching is responsive to who you are, what you most need, and what’s emerging in your life. Everything is included, nothing left out:
Your work, relationships, communities; your inner and outer worlds and everything in between. Blending process, inquiry, action, and results. In the biggest picture, we will dynamically tend to work in three main areas:
Cultivating Presence and Awareness
- Presence and awareness = more choice, creativity, resourcefulness
- Disentangle from distraction, grasping, avoidance
- Drop into always available stillness, spaciousness, and clarity
- Increase your ability to hold the ever evolving complexity of life
- Deeper contact and connection with yourself, others, and your environments
- Key Inquiries: What am I aware of? What I am missing? What’s happening? What is this? Who am I? Who are we?
Living Your Questions
- Live the Questions is a process of discovering those questions we hold in our hearts that are the source of all of our motivations, actions, and relationships.
- Through living our questions fully with courage and tenderness we reveal their wisdom, which gifts us newfound presence and insight in all aspects of our lives.
- Embodying this wisdom we are able to deeply listen and dynamically respond to ourselves and others, bringing strength, openness, intimacy, and genuine transformation to our choices, work, and relationships.
- Key inquiries: What is needed? What is emerging? What matters most? What’s possible?
Showing Up: Engage, Experiment, Learn
- Experimenting, committing, taking action, intentional practice
- Learning through experimenting
- Learning leads to evolving, evolving brings you back to deeper awareness which gives way to new questions to live
- Key inquiries: What will I choose to do? How am I living my life? What is my impact? What is my legacy?
A Few Useful Frameworks
I find a few framework consistently useful in opening us up to seeing what we need to work with to close gaps, realize our potential, and see results. This helps us to cultivate an awareness, embodiment, and transformation that is truly comprehensive.
These come from the meta-theory map of Ken Wilber which I have taught and coached on for a few decades.
Key inquiries: What needs my/our attention? Where is there significant opportunity for growth and transformation?
The Four Quadrants
- Interior of the Individual: Your thoughts, emotions, mind states, stories, meaning, values, etc
- Interior of the Collective: The we’s you belong to. Your relationships: personal and professional, culture, share meaning and values
- Exterior of the Individual: Your behaviors, somatic work, physical health and wellbeing, measurable results
- Exterior of the Collective: The systems, organizations, and processes you are a part of
The Four Ups: Waking Up, Cleaning Up, Growing Up, Showing Up
- Waking Up: the practice of being, awareness, presence, mindfulness, heartfulness, focus, attention
- Cleaning Up: Healing trauma, emotional and relational dynamics and wellbeing
- Growing Up: Maturing in our ability to hold, understand, and respond to complexity, nuance, polarities, and paradox
- Showing Up: How we show up and what we do in our work, relationships, organizations, communities, and the world
How does coaching work?
No contracts needed, but I ask for you to start with a commitment of 3-months as this provides us the minimum container usually necessary to see tangible shifts, progress, insight, and transformation.
Sessions are 50 minutes and either weekly, bi-weekly, or monthly depending on your needs and goals.
I offer coaching on a monthly retainer which covers our sessions, text/email support between our sessions, and the time I spend prepping for our sessions, including reviewing your practice journal and any homework.
“I’ve worked closely with Ryan for a couple of years now, and he’s had a profound impact on my life. His skillful approach is spontaneous yet fluid, toggling between structure and free form as the situation demands. I was frequently surprised at where our sessions would wind up, the resonances not often fully felt until the days and weeks following. Most crucially, Ryan’s intention and care never waiver, as he always teaches from a patient, steady, and purposeful place. I look forward to seeing where this practice takes us in the future!”
“Ryan embodies a wonderful mix of deep knowledge, intuition, and non-judgmental presence of what emerges in our work. In my work with him, I have been able to process some shifts in awareness in my life outside of our work as well as have some very interesting shifts and experiences within our work. As a psychotherapist (aka talk therapist) myself, it is so important for me to have a place to explore, nonverbally, my experience.”
“I have learned a lot about myself and my practice through working with Ryan. His teaching highlights his deep understanding of traditional dharma and integral practices that blend practice with daily life. Ryan is empathetic, flexible, and deeply considerate, and his expertise is reflected in the diversity of areas and topics that we cover in our 1-1s. Working with Ryan has enabled me to grow my practice as a meditator and a teacher, and I wholeheartedly recommend him to anyone practicing Dzogchen, or looking to grow their meditation practice.”
“Ryan’s courses in Fundamental Awareness, taught via Buddhist Geeks (which he co-founded), were revelatory and helped ground me in my Dharma practice during a time I was feeling a bit adrift. His deep insights, academic knowledge, warmth, and humour radiate through his teachings and coaching, and I have incorporated what I have learned from him in my own offerings. Ryan is a treasure.”