What to expect

From your first message to day ninety.

What happens, in order, so you can picture it and plan around it.

Highland

One leadership team of 6 to 10, private to you.

Tuesday evening to Friday morning · 90 minutes from Manhattan

In order

First
You get in touch. We read every application and reply within 48 hours, or set up a call.
2 to 3 weeks before
Confidential interviews. Your facilitator speaks with every team member one to one, then shares the themes, never the names.
Day 0 · Tuesday
Landing. Devices are handed in as a team. Land orientation, dinner together, first fire that night.
Day 1 · Wednesday
Shared challenge. A wilderness team task on real terrain, then facilitated dialogue outdoors.
Day 2 · Thursday
The work. The Astrolabe Methodology applied to the team. You write your 90-Day Bearing together, by hand.
Day 3 · Friday
Departure. The leader reads the Bearing aloud. Each person names one commitment. Devices are returned.
Day 90
Check-in. A virtual check-in for accountability and support.

We take care of

  • Lodging, meals, facilitation and wilderness guides
  • The pre-work interviews and the Highland brief
  • First aid certified staff on the property at all times
  • Emergency contacts held on file, so we can reach you if something needs you
  • 90 minutes from Manhattan

It asks of you

  • Three days away, midweek, so weekends stay yours
  • Phones and laptops handed in on arrival
  • Full days outdoors in variable weather: moderate to high fitness
  • A one to one interview for each team member beforehand

See the dates for Highland.

Answer three questions and we will show you the dates that fit and what that week looks like on the land.

Plan my dates

The Bearing

A curated cohort of 6 to 10 founders, funders and operators.

Friday afternoon to Monday afternoon · 90 minutes from Manhattan

In order

First
You get in touch. We read every application and reply within 48 hours, or set up a call.
2 to 3 weeks before
Intake. A confidential intake form, and an optional 15-minute call. Your facilitator reads every intake before you arrive.
Day 0 · Friday
Arrival. Arrive between 1 and 4 pm. Devices are collected. The land slows you down enough to hear yourself think.
Day 1 · Saturday
The body. Trail work, cold water, shared labor.
Day 2 · Sunday
The challenge. Facilitated dialogue with your cohort. Peer truth-telling begins.
Day 3 · Monday
The Bearing. You build your 90-Day Bearing: a concrete map of what changes when you return, witnessed by your cohort.
Day 90
The return. The cohort meets by video and you measure what shifted across six dimensions.

We take care of

  • Lodging, meals and facilitation
  • Your written 90-Day Bearing and a baseline reading across six dimensions
  • The 90-day cohort check-in
  • First aid certified staff on the property at all times
  • 90 minutes from Manhattan

It asks of you

  • Three and a half days, Friday to Monday
  • Phones and laptops handed in on arrival
  • Physical work outdoors
  • A short intake before you come

See the dates for The Bearing.

Answer three questions and we will show you the dates that fit and what that week looks like on the land.

Plan my dates

Still Point

A solo residency in a private safari tent, by application.

Friday to Monday · 90 minutes from Manhattan

In order

First
You get in touch. We read every application and reply within 48 hours, or set up a call.
Before
Apply. Tell us what draws you. We reply within 48 hours.
Friday
Arrive. You hand over your phone, your laptop and your to-do list. The tent is yours. The land is yours.
Saturday and Sunday
Settle. A morning trail walk, fire-tending, the night sky, if you want them. Nothing is required.
Monday
Return. You are offered a 90-Day Bearing to write before you leave. Some guests come only for the silence, and that is enough.

We take care of

  • A private luxury safari tent and all meals
  • Guided elements whenever you want them, and never when you do not
  • First aid certified staff on the property at all times
  • 90 minutes from Manhattan

It asks of you

  • A long weekend, Friday to Monday
  • Phones and laptops handed in on arrival
  • Willingness. That is the only prerequisite.

See the dates for Still Point.

Answer three questions and we will show you the dates that fit and what that week looks like on the land.

Plan my dates

Questions people ask first

With phones handed in, what if there is an emergency?+
Medical intake is reviewed before every cohort, first aid certified staff are on the property at all times, and emergency contacts are held on file throughout. If something needs you, Root Astro can reach you.
How fit do I need to be?+
Highland is the most physically demanding of the three: plan for full days outdoors in variable conditions. The Bearing includes trail work and cold water. Still Point asks nothing of your body unless you want it to.
What is included?+
Lodging, meals and facilitation on every retreat. Highland adds wilderness guides and the pre-work interviews. The Bearing adds your written 90-Day Bearing and the 90-day cohort check-in.
What happens after I apply?+
We read every application and reply within 48 hours, or set up a call. No payment is taken to apply.
What do I leave with?+
Highland teams write one 90-Day Bearing together. On The Bearing you write your own. At Still Point it is offered, and the choice is yours. The Bearing and Highland are offered a virtual check-in at ninety days.

Take something with you now