Part Time CEO Retreat

Lead your business in fewer hours. Build a team and systems that run it without you.

What Do You Want From Your Life?

Three days in the Catskills with 25 founder-owners, built around one idea: Your business should support your life, not become it. Look back, look ahead, and leave with a plan aligned to what actually matters.

Three years. Three rooms.
One method.

Weve run this retreat twice before. The locations change, desert, ocean, mountain. The question doesnt: what do you actually want, and is the company youre building the answer to it?

2024 · Desert

Joshua Tree, CA

The first 12. A rented adobe in the Mojave to test one premise: that founders mostly need a clear room and a hard question, not another framework deck. The room got quiet on day two. We knew.

2025 · Ocean

Big Sur, CA

Twenty-four founders, the Pacific outside the window for three days. The format settled: look back, look out, commit. Six months later, most of the room is still on the plan they wrote on the patio.

2026 · Mountain - You are here!

Catskills, NY

Year three. Twenty-five seats in a lodge above the treeline, two hours north of New York City. Altitude is the point — you can’t plan a life from inside the inbox. Three days to climb out and look at the whole thing.

The Retreat Flow

The three days are a sequence, not a menu. Each day answers a different question and you cant honestly answer the next one until youve finished the last.

1

Look Back

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1

Your Offer

Package what you do into something clear, repeatable, and valuable. Stop reinventing your service for every client. Walk away with one core offer you can sell with confidence.

1

Your Offer

Package what you do into something clear, repeatable, and valuable. Stop reinventing your service for every client. Walk away with one core offer you can sell with confidence.

2

Look Out

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2

Your Positioning

Define who you serve and why they should choose you. Get specific enough to stop attracting the wrong clients and start saying no without panic.

2

Your Positioning

Define who you serve and why they should choose you. Get specific enough to stop attracting the wrong clients and start saying no without panic.

3

Commit

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3

Your Direction

Map out your next 90 days. Not a vague plan. A specific sequence: what to build first, what to fix next, and what to ignore for now.

3

Your Direction

Map out your next 90 days. Not a vague plan. A specific sequence: what to build first, what to fix next, and what to ignore for now.

For founders who are ready to
ask the bigger question.

I came in thinking I’d leave with an org chart. I left having admitted, in front of twenty three people, that I’d been using the company as an excuse not to deal with my own life. That was the org chart.”
I came in thinking I’d leave with an org chart. I left having admitted, in front of twenty three people, that I’d been using the company as an excuse not to deal with my own life. That was the org chart.”

- Alum, Big Sur Cohort ’25 · founder, Brooklyn-based studio

Running A Real Company

Founder-owner with a working business, but questioning the life built around it.

Missing The Bigger Question

The calendar has been deciding your life for longer than you realized.

Planning Beyond Revenue

You want 2026 measured by life, not only growth and headcount.

Ready For Honest Work

A room to think clearly, write honestly, and leave with real measures.

FAQ

Frequently Asked Questions

Who is the retreat for?

The retreat is designed for consulting and creative founders running real businesses who want more clarity, structure, and intentional growth.

What happens during the three days?

The retreat follows a simple sequence: look back at the year, look ahead at the life you want, and commit to a measurable plan.

Is this a business retreat or a personal retreat?

Both. We work on the company, but through the lens of the life you actually want to build around it.

Will there be workshops or keynote speakers?

No keynote stages or motivational talks. The experience is built around reflection, founder conversations, planning, and honest strategic work.

What happens after the retreat ends?

You leave with a clear plan, measurable commitments, and a stronger understanding of what you’re building and why.

Who is the retreat for?

The retreat is designed for consulting and creative founders running real businesses who want more clarity, structure, and intentional growth.

What happens during the three days?

The retreat follows a simple sequence: look back at the year, look ahead at the life you want, and commit to a measurable plan.

Is this a business retreat or a personal retreat?

Both. We work on the company, but through the lens of the life you actually want to build around it.

Will there be workshops or keynote speakers?

No keynote stages or motivational talks. The experience is built around reflection, founder conversations, planning, and honest strategic work.

How do I sign up for the app?

You leave with a clear plan, measurable commitments, and a stronger understanding of what you’re building and why.