The Residency: A Long Conversation

Some things only become clear when you give them enough time and space.

Not a deadline. Not a deliverable. Not a slide deck. Time and Space, and someone who knows how to hold both.

The Residency is a three-day working intensive for leaders and creative professionals who are standing in the middle of something, a transition, a decision, a question they keep circling but haven't been able to answer. You bring what's most alive for you right now. We work with whatever that turns out to be.


What this looks like

You come to coastal New England. The first half-day is for arriving — a walk, an opening conversation, the slow work of leaving your world behind. The full day in the middle is the heart of it. Walking and talking, making things with our hands, thinking on paper, sitting with hard questions until they start to yield. There is quiet time for you to write, reflect, or just be still. The final half-day is for surfacing what has emerged, and a farewell when you're ready.

The agenda is yours. The container is mine.

I don't come with a curriculum. I come with decades of experience facilitating complex conversations, a deep practice in improv and systems thinking, and a genuine belief that you already know more than you think you do. My job is to help you hear yourself more clearly.

One client, deciding between launching a new venture and taking a senior role in a large organization, described our work this way: "Our conversations are clarifying what's important for me." They made their choice. A year later they made a different one. I think both were right.


The shape of it

Day one — You arrive. We take a walk. Have an opening conversation. No agenda. Just beginning to decompress and orient.

Day two — We work. Fully. Walking and talking, making and reflecting, mapping and sitting still. Mornings tend to go deep. Afternoons tend to open up. We follow what's alive.

Day three — We surface what has emerged. A farewell breakfast or conversation. You leave when you're ready.

An extended version — two full days plus arrival and departure — is available for those working through something that needs more time or depth.


Who this is for

Leaders and creative professionals at inflection points. People who are good at their work and uncertain about what's next. People who think well in conversation and need a thinking partner who can hold complexity without trying to resolve it prematurely.

You don't need to arrive with a perfectly formed question. You need to arrive.


Investment

$15,000 — $20,000 depending on scope and travel.

The Foresight Session — a half-day virtual introduction to strategic foresight and scenario planning — is available as a standalone offering and as a natural on-ramp to The Residency.


To begin a conversation about whether The Residency is right for you, reach out at chad@playingwithcomplexity.com