Wayfinder · January 2027 Cohort · Waitlist Open

Space for leaders to connect, reflect, and pursue what comes next.

A private six-month program for twelve senior professionals at a career or life threshold. One immersion, private coaching, a peer group, and two coaches who have navigated these waters themselves.

Join the Waitlist Read the questions people ask

Wayfinder is for a threshold: when one chapter of your career or life is closing and the next has not yet taken shape. Curated to help you find clarity in the uncertainty, and confidence in your direction.

Who This Is For

You will recognise yourself. Or you won't, and that's useful too.

Wayfinder is for you if

  • You are ten or more years into a serious career and something has shifted: a promotion that changed the job, an exit you are quietly planning, a leave you are considering, a role you have outgrown, or a life event that made "if not now, when?" a daily question.
  • You have done the obvious things. Therapy, the reading, a mentor, a holiday. They helped. They did not answer the question of direction.
  • You want peers who are in it too, not an audience.
  • You are willing to be honest in a small room, and to hold what others say in confidence.

It is not for you if

  • You want a five-day high and nothing after. The immersion is one week inside a six-month structure.
  • You are in acute crisis. Wayfinder is coaching, not treatment, and we will tell you honestly if we think you need something else first.
  • You want to be told the answer. We hold the process; you author the decision.
  • You are looking for a network to sell to. Nobody is recruited, and referral is by choice.
Why We Built It

The room we wish we'd had.

We built Wayfinder because many senior professionals handle big transitions in their life & career alone, at 3am, with no map and no one to share with. Success gives us everything except a room where we can say "I don't know what's next" out loud. We've lived it, and now we hold space for it.

In 2026 we surveyed and interviewed senior professionals across four continents. 76% named direction as the hardest part of this season. Almost half were not sure what kind of support they needed. This is that room, with intentional structure.

"I don't know what I don't know."·"If not now, when?"·"I'm done leading with my analytical brain."·"There's guilt around stepping away."·"Who am I without the title?"

Heard in our founding interviews
The Program

Explore. Immerse. Integrate.

Months 1 and 2

Explore

A private discovery conversation and assessment with your coach. Two cohort sessions online. You map your threshold: what is ending, what you are carrying, and what you are choosing.

Month 3

Immerse

Five nights, Sunday dinner to Friday breakfast, at a private sanctuary in nature. Facilitated sessions each morning, peer round tables, time alone in nature each afternoon, and simple practices for sleep, energy and regulation. Phones down. Everything organised.

Months 4 to 6

Integrate

Peer groups of three or four form at the immersion and meet on their own cadence. Monthly cohort sessions. Private coaching throughout. The work moves from insight to decisions to habits that hold.

What You Get
Private coaching
One or two 60-minute sessions a month with a certified coach, six or twelve across the program
Cohort sessions
Five 90-minute facilitated sessions, months one, two, four, five and six
Immersion
Five nights, all-inclusive, roughly thirty facilitated hours plus real unstructured time
Peer group
From month three, self-scheduled, coach-supported
Time from you
About three to four hours a month outside the immersion. Designed for full calendars.
Join the Waitlist Twelve seats · Begins January 2027 · No obligation
Our Approach

Rooted in evidence. Open by design.

Grounded in research

Our work draws on transition psychology, narrative identity research, and the coaching methods with the strongest published support. The practices we use are evidence-based: breath-based regulation, time in nature, movement, sleep, and writing.

Open, never required

We are open to traditions that bridge the gap between science and theology, and to the wisdom they carry. Some participants bring a spiritual frame, some bring none, and both are welcome. Every practice is optional, and we will always tell you what it is for.

Coaching, with a code

Both coaches are certified and work to the ICF code of ethics. Confidentiality is absolute. There is never pressure to enrol, to re-enrol, or to refer anyone.

"What comes next, and who am I becoming?"
Everyone we interviewed asked it.
Almost none had said it out loud.

From our founding research
The Waitlist

Wayfinder will be limited to twelve seats.

Join the waitlist to be first to hear the dates, the venue, and the application process. When applications open this fall, the waitlist is invited before anyone else. Joining is not an application and carries no obligation.

Begins January 2027 · By application only

No newsletter. No noise. A handful of notes as Wayfinder takes shape, and first access when applications open. Confidential, always.

By joining, you consent to receiving occasional Wayfinder updates by email. Opt out anytime with one click or one reply. Details in our Privacy Policy.

Questions

The things people ask before they apply.

Is this about career, or about life?
Both, because at a threshold they stop being separate. A promotion changes your marriage. A leave changes your identity. Wayfinder is organised around the transition itself: what is ending, the uncertain middle, and what you are choosing to begin. Your career is usually where it shows up first. It is rarely where it ends.
I'm considering a leave of absence or a sabbatical. Is that what this is for?
Yes, and you would not be alone in the room. Stepping away from a senior role brings guilt, a fear of losing ground, and questions about how to use the time and how to return. There is good evidence that planned breaks reduce stress and improve wellbeing, and that the benefit depends on how the time is structured. Wayfinder helps you design the leave, hold your nerve during it, and re-enter with intent.
I don't know what I don't know. How does this help with that?
Most people at a threshold have never been through this specific one. They do not know which decisions are reversible, what the first three months feel like, or what others in their position wish they had done differently. Wayfinder gives you two coaches who have guided dozens of these transitions and eleven peers who are living them now. The pitfalls become visible before you reach them.
How much time will it take?
Outside the immersion, about three to four hours a month: one or two private coaching sessions, one cohort session in most months, and a peer group you schedule yourselves. The immersion is five nights, Sunday dinner to Friday breakfast. That is the full ask. We designed it for full calendars.
Why five nights? Two would be easier.
Because the first two days are spent arriving. Senior professionals need time for the nervous system to settle before real thinking is possible, and time for twelve strangers to become a group you can be honest with. The depth of those peer relationships is the asset that carries the next four months. It cannot be built in a weekend.
Who will be in the room?
Twelve people, by application. Senior professionals ten or more years into their careers, mixed by industry, gender and geography, each at a real threshold. We curate for diversity of experience and a shared willingness to be honest. If we do not think the cohort is right for you, we will say so before you commit.
Is this therapy? A seminar? One of those programs where I have to recruit people?
None of those. It is coaching in a small, private cohort, delivered by two certified coaches working to the ICF code of ethics. There are no conditions to "complete" and nobody is ever asked to bring in a friend. One gesture exists, and we would rather say it plainly: if someone from your network joins the program, the additional fee for the twelve-session option is waived as a thank you. That is the only incentive there will ever be, and referral is always by choice.
How much of this is "woo"?
As much as you want and no more. Our core methods have published evidence behind them: transition psychology, narrative identity, goal-focused coaching, breath-based regulation, time in nature, sleep and movement. Some participants bring a spiritual frame and some do not; both are welcome. Every practice is optional, and we will always tell you what it is for.
What happens after the retreat high wears off?
That is what the other five months are for. Immersions produce insight; habits are built in the weeks after, with structure and people who hold you to it. The peer groups, monthly sessions and private coaching exist precisely because a week away, on its own, changes very little.
Is it confidential?
Completely. What is said in the cohort stays in the cohort. Both coaches are bound by professional confidentiality, and every participant agrees to the same in writing. Your employer is never involved unless you choose to involve them.
How will I know it worked?
Your outcomes and commitments are established in month one, in your words, and we review them mid-journey. Examples of commitments: a decision made and acted on, a leave or exit designed and begun, a new role transitioned into, relationships repaired, or a life designed to be more true to you. "Success" is contextual to you. Transformation is an internal process; we guide you, and you still need to put in the work.
What does it cost, and what is included?
The January 2027 cohort is USD 15,000 per seat with six private coaching sessions (one a month), or USD 17,500 with twelve (two a month). Both include all cohort and peer sessions, assessment and materials, and the five-night immersion with accommodation and meals. Flights are not included. If someone from your network joins the program, the additional fee is waived as a gesture of gratitude. Some participants have the fee covered in part by employer development budgets; we can provide a letter of support.

Still have a question? Write to hello@wondrinn.com. A human replies within 48 hours.

Twelve seats · Jan 2027Join the Waitlist