About Roberto

Threshold after threshold,

If you’re considering working with me, I don’t want to convince you that I can help you.

I want to tell you what has shaped me, what I have had to learn by living it, and why I sit with people in the way I do.

If something in my story helps you feel less alone in yours, that is enough of a beginning.

Portrait of Roberto Chavarria
Roberto Chavarria · Coach & mentor
A personal note

I intimately know what it’s like to go through existential thresholds.

I’ve learned how to navigate them and help others find their way.

I came to this work because my own life kept bringing me to thresholds, and each one asked me to become more honest than I knew how to be at the time.

For a long time, I was living inside scripts I had inherited before I knew how to question them, much less release them. Some of those scripts were extremely generous to me, and in some ways, I can see how they served me and helped me become who I am today and who I am becoming. They gave me family, belonging, opportunity, education, structure, and a sense of what a successful life could look like.

And still, there were these periods of life when the path in front of me no longer felt like it belonged to me. I could keep moving, keep performing, keep staying busy and keep explaining to myself why this all made sense. But underneath that, something in me was getting harder to ignore.

The first real thresholds in my life did not look noble or clean. They looked like confusion, depression, shame, restlessness, and the painful realization that I did not trust my own direction. I know what it is like to bury existential discomfort in alcohol, drugs, social life, and digital noise. During those times, I had to feel for the bottom before I could find any kind of ground.

That phrase still matters to me: feeling for the bottom. When the mind cannot solve the whole thing (because the truth is, it can’t), when the old explanations have stopped working, and when the map you had been using to navigate your life starts failing, sometimes the work is to let everything drop and get quiet enough to feel what is actually solid beneath you.

Over time, I began to learn that a real inner knowing is not just an idea. If it is real, it changes how you live. It changes what you can keep doing and what you have to stop. It changes your relationships, your work, your habits, your speech, your circumstances and your willingness to tell the truth.

This has happened to me more than once.

I’ve had to leave versions of myself that other people knew how to recognize and who I myself had come to identify with. I’ve had to separate from expectations without making the people who loved me into enemies. I’ve had to walk away from forms of success that were still rewarding me, because something in me knew I could not keep giving my life to them. I’ve had to release belief structures and explanations about my life and the world, because I realized how much they were constraining my ability to know things for myself. I’ve had to learn that taking on full responsibility for my life and how it is unfolding is absolutely necessary if I want to reclaim sovereignty, freedom and self-trust.

I am still learning this.

I don’t sit across from someone as a person whose life is finished or finally resolved. I haven’t reached the mountain top. I sit across from them as someone who has made a long, serious practice of listening inwardly, examining my life, studying the lives and teachings of others, building ways of practice, and testing everything against the question: does this help a person live more truthfully?

My trust has become simple, though not always easy: if I can listen honestly, tell the truth without trying to control the outcome, and take the next step that is actually mine to take, life has a way of meeting me.

Not always in the way I would have chosen.

Not always on the timeline I wanted.

Not with everything that I think I need.

But often enough that I have learned to trust the movement.

That is the ground I bring to this work. It’s part of what I want to extend to you.

Even if I didn’t exist, I would want there to be a way for everyone to find this. But I do exist. So I am endeavoring to play my small role in it, as best I can.

My story

Every threshold has become another opportunity to learn to trust.

I do not think of my life as one clean before-and-after story. It has been more like a series of thresholds. Each one asked me to stop living from an old map and become more available to the life actually in front of me.

01

The script before the self

I grew up with a path that seemed already partly drawn. Achievement, family, business, duty, and a certain kind of success were all part of the world I knew as a young man growing up. I am grateful for much of it. I also see how easy it was to confuse a good script with my own inner authority.

Roberto in graduation cap and gown with his parents
02

When the identity begins to crack

There were seasons when I was outwardly functioning and inwardly lost. I could take on identities, follow cues, perform confidence, and still feel disconnected from anything solid inside myself. Looking back, those seasons taught me the cost of living without an inner reference point.

Roberto on a Colorado mountaintop, pointing toward distant clouds
03

Stillness, silence and facing what is there

Back in Costa Rica in my early twenties, sleeping in a small treehouse, I was trying to make space for myself before I really knew how to stand on my own. What found me there was the realization that what I needed was not a new plan, but a deeper honesty. I learned that sometimes life brings us to emptiness so the thing we have been outrunning can finally reach us.

Pencil drawing of a treehouse among the branches of a tree
04

A leap of faith that reorganized my life

The deeper recognitions in my life have not stayed private or abstract. They have asked things of me that I sometimes would have preferred to ignore. They have changed my location (from Costa Rica to Colorado!), habits, relationships, career choices, self-perception and the way I understand responsibility.

Roberto mid-leap across rocks over a forest stream
05

Releasing the golden handcuffs of a successful role

One of my clearest thresholds came through work. I knew what it was to be useful, valued, rewarded, and increasingly secure in a high-paying role in peacebuilding that felt meaningfully impactful but that no longer felt true enough to keep giving my life to. That kind of threshold can be especially confusing because nothing obvious is falling apart. The cost is quieter. You can keep succeeding while some deeper part of you quietly stops participating.

Leaving that role — with a settled inner resolution but no clear path forward — asked more trust of me than almost any threshold I had crossed.

Roberto at his desk with a sticky note that reads 'What You Need is Stillness'
06

Responsibility, love and being a leader

The harder thresholds are not only about me. They touch marriage, family, money, work, and the people who depend on me. I have had to learn that truth without steadiness can become reckless, and steadiness without truth can become a slow disappearance of my inner knowing. I care about the space that navigates between those two.

Roberto and his partner together
07

Reclaiming sovereignty and more complete self-expression

A later part of my journey has been learning to say what is true without using my voice as a subtle mechanism of control. To speak, and then let life answer. To allow myself to be viscerally affected — even transformed — by what comes back. To risk the discomfort of real communication instead of managing everything from a safe distance.

Roberto in winter mountains, contemplative
08

Wholeness and intimacy with my full inner experience

More and more, I have learned that thresholds do not only happen in the mind. The body carries what the mind explains away. Fear, anger, grief, tenderness, dread, desire, and resistance all have intelligence in them when they are met honestly. Spending time in complete darkness retreats has shown me the subtler forms we can use to avoid our experience, and the mysterious experience of wholeness that can come from integrating the most uncomfortable tensions into ourselves.

As I’ve navigated important thresholds in my life, I’ve deepened my faith in something greater within myself, and in Life itself. I’ve learned to listen for the essence of the experience, and what it is calling forth from me. With this, I have learned to free myself from fear, obligation and increasingly, self-doubt.

I want to share this freedom with you.

What I bring

A practiced way of staying with the real question, and listening for the deeper guidance.

I do not want to hand you someone else’s map. The point is to help you find your own reference points again.

In conversation, I tend to listen for context before content.

What world are you living inside?

What rules did you inherit?

What are you calling responsibility that may actually be fear?

What are you calling freedom that may actually be avoidance?

What truth are you trying not to know?

What step is already asking to be taken?

I am interested in the place where insight and inner knowing become so powerfully clear that it is impossible to stop them from moving life itself.

Not insight as a beautiful thought or a momentary realization. Insight as a phase shift that results in a fundamentally new way of relating to reality.

That is where clarity becomes real.

My Approach

01
Terrain recognition

I know the feeling of being between lives, when the old identity still has momentum but no longer feels alive. I will not treat that as a problem to fix quickly, or try to breathe life back into an identity that has already begun to end.

02
Inner authority

I am not here to become another voice you outsource your authority to. I am here to help you hear the part of you that has been buried under fear, expectation, performance, or other people’s maps.

03
Relational presence

My study with the Circling Institute deepened a lifelong orientation toward presence: staying with another person honestly, listening beneath the explanation, and letting what is real become speakable.

04
Frameworks that stay alive

I use frameworks, but I do not worship them. A framework is useful only if it helps us see your actual life more clearly. If it starts taking over, we put it down.

05
Practice and action

The work cannot stay in the conversation. At some point, truth asks to be given a chance. We listen for the step that is honest enough, specific enough, and responsible enough to let life answer.

06
Ongoing humility

I am still doing this work in my own life. That does not make me less qualified. It keeps me from pretending I am above the people I sit with.

Protecting your sovereignty

I am not here to take over your discernment.

I am not a therapist, doctor, guru, or doctrine-provider. This work is not a substitute for clinical care, and I will not pretend to diagnose or treat what belongs in that kind of container.

I am also not here to give you certainty on demand. I will not sell you a five-step path to become a better version of yourself, and I will not use spiritual language to make hard things sound easier than they are.

If we work together, I will take your life seriously. I will listen closely and reflect what I see as truthfully as I can. I will ask questions that may bring you into contact with what you have been avoiding. I will help you separate fear from knowing, responsibility from self-abandonment, and real patience from delay.

The line I hold

I will not claim to know what path you must take.

That has to remain yours, always.

What I trust

What I have come to trust

A person can lose contact with themselves and still find the way back, but the toll is absolute self-honesty.

The body often knows before the mind has language for it. The gift of knowing is unwrapped through intimacy with what is.

A real insight eventually asks something of your life, and many times it is not what you’d prefer.

Responsibility in the world is not separate from the spiritual path. There is magic in finding what you feel intrinsically responsible for.

You do not need someone else’s map. You need help recognizing your own landmarks.

The next honest step matters more than the perfect life plan. Confirmation about whether it was the right step is only possible in the rearview mirror.

I have learned to trust that when I stop bargaining with what I know, life can meet me in ways I could not have planned.

Begin here

If this feels familiar, we can start with a conversation.

You do not have to arrive with a clean story. You do not have to know what needs to change.

We can begin with the threshold you are actually standing on and listen for whether this work fits.

Begin a conversation

Either way — thank you for being here.