The Compass · Private

Five women. Three days.
One thread.

The deepest, most personal way through. Five women, three days, and Okairy's full attention on every one of you. The room for the leader who's done performing and ready to do the work where it actually goes.

3 days 5 women By application
Apply for a Seat

← See all three workshops

Why the smallest room

The deepest room is the smallest.

Some leaders can't be fully honest in a room of twelve. They're known, watched, and senior, and being seen unguarded carries a cost. The Private removes that cost. Five women, three days, and Okairy's full attention on each of you, so the work goes exactly where it needs to.

i.

Her full attention

Five women means Okairy works with each of you directly, every day. The deepest individual attention of any format.

ii.

Discreet

A small, screened circle. For senior leaders and founders who need privacy to do honest work.

iii.

Deepest

All three days, fewer people. The same arc, with more room for what's underneath.

The arc

Three days. One thread.

Every participant moves through a five-step clinical arc: identify the distortion, trace it to its root, honor how it kept you safe, examine what it costs you now, and upgrade to something better.

Day 1

The Mirror.

You cannot lead what you do not understand, so we begin inside. Surface how you see yourself, others, and your profession. Trace the distortion to the relationship wound underneath, and honor how it kept you safe.

Day 2

The Upgrade.

What you found on Day 1 was not a verdict. It was information. Synthesize a more sophisticated way of leading, being, and connecting. Delegate, set boundaries that serve everyone, and stop being the ceiling.

Day 3

The Freedom.

You don't have to choose between being human and being a leader. Lean into hard conversations instead of avoiding them. Boundaries, confidence, and care, working together rather than against each other.

Who this is for

When you can't be unguarded in a room.

The most senior women in leadership: C-suite executives, founders, deans, and clinical directors, for whom privacy is the precondition for honesty.

  • You're the most senior person in most rooms, and there's nowhere to set the weight down.
  • You want depth and discretion, not a workshop with strangers.
  • You'd go all the way in if you weren't being watched while you did it.
  • You're carrying something specific and serious, and you want her full attention.
  • Your time is scarce, and you want the deepest result in the fewest days.
  • You're ready to be honest if the room is small enough to make that safe.

More than three days

A 90-day integration.

The work doesn't end when the three days do. The intensive begins a 90-day arc, with structured check-ins so the change actually holds.

30 days

Practice.

Have the conversations you've been avoiding. Each one is data. The goal is movement, not perfection. Accountability check-ins at two and four weeks.

60 days

Implementation.

The framework becomes the default: trauma-informed conversations, saying no with intention, delegating, cooperating rather than controlling. A group check-in at 60 days.

90 days

Integration.

Honest self-assessment. Where did you grow, and where do you still struggle? A 90-day group reunion closes the arc.

The investment

Three days. Five women.

Investment

$10,000

The 3-day private intensive, per leader

Includes the 90-day integration program.

Payment plans available · 5 women per cohort

Apply for a Seat

By application · Next cohort forming · Okairy's full attention, all three days

Questions

What you'll want to know.

Why only five women?
Because five is the number at which Okairy can work with each person directly across three days, while still holding the peer-witness element that makes the work land. It's the most individual attention of any format, and the most private.
How is this different from the larger formats?
Same clinical arc, far fewer people. The Intensive (12 women) and the Immersion (20 women, 5 days) trade some individual depth for a larger community. The Private trades community for depth, privacy, and her full attention. Compare all three.
Is this therapy?
No. Okairy is a Licensed Clinical Social Worker by training, credentialed in California and Texas, and she brings that clinical depth to the room. The intensive itself is leadership development, not clinical psychotherapy. If you are seeking therapy, please reach out to a licensed provider in your state.
How do I hold a seat?
Seats are by application. Share a little about where you lead and what you're carrying, and Okairy follows up personally about fit and the next cohort. Apply through the application page.

When you're ready

The smallest room. The deepest work.

If you need privacy to be honest, this is the room built for it. Apply for a seat, and begin inside.

Apply for a Seat