Ways to work together

Three ways in, depending on how far you're ready to move.

Each is built on the same foundation — seeing the whole before deciding the next step — and they ascend in scope and intensity.

1:1 Advisory

The Counsel

Ongoing advising and executive coaching for founders and senior leaders

A standing thinking partner for the person carrying the weight of the decisions. We meet regularly to clarify direction, pressure-test the hard calls, and keep you tethered to the why. Candor without an agenda, a place to think out loud, and the steadiness of not carrying it alone.

Best forA leader who needs a trusted, confidential sounding board.
The full shape
Strategic Diagnosis

The Throughline

An embedded diagnosis of your team, strategy, and systems — and the facilitated conversations that unlock them

I come inside for a stretch: your meetings, interviews with key people, the documents that matter. I listen for what's going on beneath what gets said, facilitate the conversations that haven't been had, and hand you a clear-eyed read of the real pattern with a path forward.

Best forA team that senses something's off, or something's possible, and wants an outside eye that gets inside.
The full shape
Strategy Workshop

The Leap

A 1–2 day transformational planning workshop, designed and facilitated by me

A high-intensity session with your key people. In a day or two, a room that walks in fragmented walks out aligned, clear, and lit up — with a plan they built together. Best in person, possible virtually. This is the one that creates a dramatic leap forward in a compressed window. I've designed and led many. It works.

Best forA team ready to move boldly, together, and fast.
The full shape
Roberto Chavarria leading a strategy workshop
The Leap, in motion.  A room that walked in fragmented, building a shared plan together.
In detail

What each engagement actually contains.

01 · 1:1 Advisory

The Counsel

A standing thinking partner for the person carrying the weight of the decisions.

The shape

An ongoing rhythm. Usually a working session every other week, plus the calls that can't wait for the calendar. Confidential, candid, and with no agenda but yours.

What happens

We pressure-test the hard calls before you announce them. We prepare for the conversations you've been putting off. We read what's actually happening in your team when the meeting says one thing and the room says another. And we keep the mission, the people, and the practical next step in the same frame.

You leave with

Decisions made sooner and cleaner. A place to think out loud that isn't your board or your team. The steadiness of not carrying it alone. I've held these seats myself; I know how lonely the top can be, and what changes when someone sees the whole board with you.

Best for

A founder or senior leader who needs a trusted, confidential sounding board — someone seeing the whole board alongside them.

02 · Strategic Diagnosis

The Throughline

A clear-eyed diagnosis of your team, strategy, and systems — and the thread that turns it into a path forward.

The shape

Two to six weeks, embedded part-time. I sit in your meetings, interview your key people — sometimes your clients or board — and read the documents that matter.

What happens

I listen for the difference between what gets said and what's meant, and map where understanding has fractured: who is solving which problem, where definitions of success quietly diverge, what everyone has been circling but not saying. Along the way I facilitate the conversations that haven't been had, bringing translation and real presence to the places where capable people have stopped hearing each other.

You receive

A written assessment naming the real pattern. A map of the misalignments. The difficult conversations, already begun and skillfully held. Concrete recommendations delivered in a working session with your leadership, with an optional planning session to turn the diagnosis into a plan.

Best for

A leadership team that senses something's off, or something's possible, and wants an outside eye that actually gets inside.

03 · Strategy Workshop

The Leap

A one-to-two-day planning workshop that turns a fragmented room into an aligned one.

The shape

Not an off-the-shelf agenda. I interview every participant beforehand, design the session around your actual moment, and facilitate one to two days with your key people. Thirty days later we reconvene to check the momentum.

What happens

The room builds the picture together: where you actually are, what you're actually for, and the path between them. Disagreements that have circled for months get named and worked. The plan that emerges belongs to everyone who made it.

You leave with

A shared vision the team built. A plan with owners and sequence. The outcomes documented. Momentum that starts the next morning. Best in person, possible virtually. I've designed and led many of these. It works.

Best for

A team ready to move boldly, together, and fast.

How it starts

Not sure which one fits? That's what the first conversation is for.

Most engagements begin with the same simple step: a conversation about where you are and where you're trying to go.

From there we'll find the right shape together: sometimes a standing advisory rhythm, sometimes an embedded diagnosis, sometimes a workshop that moves everything at once. The point isn't to sell you the biggest option. It's to match the work to the moment you're actually in.

Let's talk

Ready to move boldly, together, and fast?

Tell me what you're wrestling with. We'll figure out together whether this is the right moment and the right fit.