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Now enrolling · Fall 2026

I Lead Me

A guided coaching program for people in transition.

You don’t need to have it all figured out to begin.

COURAGE • CLARITY • CONNECTION • CHOICE

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October 2026 – March 2027Apply by September 28Up to 10 participants

John Arboleda working outdoors, mountains behind him

9.43/ 10 average recommendation from our first circle

“It is a great first step toward personal freedom.”

— Augusto, Barcelona
The moment

You’ve built a lot: a career, maybe a family, a way of showing up. And yet something may be shifting. This is the in-between.

The shift

As awareness grows, so does choice.

Transition can unsettle what you know about yourself: your assumptions, your patterns, your perspectives, even the identities that have helped carry you this far.

I Lead Me creates space to notice what is happening beneath the surface and begin seeing what else might be possible.

Transition feels different when you’re accompanied.

Coming in, you might feel

  • Alone in it
  • Unclear on the destination
  • Disconnected from yourself
  • Held by an old role or version of success
  • Pressured to already have the answer

Through the circle, the shift is toward

  • Feeling accompanied
  • Clearer on what matters now
  • Reconnected to who you are today
  • More at choice about how you live and lead
  • Moving with confidence, courage, and peace

“I am more comfortable with not knowing the destination and focusing on the present — the journey.”

— Octavio, Los Angeles
Knowing→ Believing→ Becoming→ Living & Being

Less about finding the perfect answer,
more about becoming who you’re here to be.

What happened in the first cohort

Different people. Different transitions. A shared experience.

The first I Lead Me cohort brought together people across countries, careers, backgrounds, and life experiences — each navigating transition in their own way. What emerged was both deeply individual and unexpectedly shared.

9.43/ 10

Average participant score when asked how likely they were to recommend I Lead Me

Self

“I feel more open to fully embodying my values and setting down the limiting beliefs I’ve been carrying.”

— Teresa, San Francisco

Choice

“ILM deepened my understanding that living my values is a daily choice — one that leads to more rewarding experiences and more intentional self-leadership.”

— Mark, Seattle

Community

“I didn’t expect to receive the sense of closeness with the group through a virtual experience.”

— Natalie, Dallas

They discovered they didn’t need to have everything figured out. They left seeing themselves, their choices, and what might come next differently — with a community alongside them.

Schedule a conversation 15 minutes, no pressure — just a chance to see if it fits. Want something to sit with first?
Get The In-Between Reflection Guide →
The space

What I Lead Me is

A guided space to navigate transition — without doing it alone.

I Lead Me brings together a small circle of people, two coaches, and a six-month journey of shared exploration. There’s structure to hold the journey, but no prescribed destination: individual coaching, guided reflection, and honest conversation with others navigating their own transitions, at your own pace.

The group isn’t incidental — it’s essential. Different lives and perspectives coming together in one circle means you’re not just heard; you start to see your own experience differently through others’.

You do your own work. You don’t do it alone.

Curious to learn more? Let’s talk
Who this cohort is for

This next I Lead Me circle is designed for people in midlife and beyond who are in the middle of a transition, sensing one beginning to emerge, or standing at the edge of what may come next.

Your transition may be visible

  • A job loss, role ending, or career disruption
  • Caregiving beginning, ending, or changing shape
  • Relocation or rebuilding your sense of place
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  • Stepping away from work that once defined you
  • Making a big change — and still learning how to live it
  • A relationship, family, or home-life transition

Or it may be quieter

  • An old identity or definition of success no longer fits
  • A sense that something is changing before you can fully name it
  • You feel alone with questions others may not see
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  • You’re unsure what still belongs — and what is ready to be released
  • Questions about meaning, purpose, or how you want to live

Your career may be part of the story. But I Lead Me isn’t a career-pivot program.

It’s for the whole of your life — and for the person you are becoming within it.

The experience

Six months, thoughtfully guided.

I Lead Me has a rhythm: time together, time on your own, and space between the two to notice what is shifting.

See the full experienceHide the details

Each part of the experience serves a different purpose.

  • Two ICF-PCC coaches
  • Up to 10 people
  • Monthly circles + 1:1 coaching
  • ~4.5 hours a month
  1. 1

    ELI Assessment
    + Personal Debrief

    A starting point for greater awareness of how you show up — especially when life feels uncertain or under pressure.

  2. 2

    Launch Circle

    Where the group comes together, sets intentions, and begins creating the trust that will hold the months ahead.

  3. 3

    Four Group Circles

    Monthly 2-hour gatherings guided by a clear arc and shaped by the questions and experiences alive in the group — supported by reflection, coaching, and shared meaning-making.

  4. 4

    1:1 Coaching

    Private 1-hour space between circles to go deeper into what is uniquely yours to explore.

  5. 5

    Playbooks + Reflection

    Thoughtful prompts and practices that help you carry the work into everyday life — noticing, experimenting, and reflecting between sessions.

  6. 6

    Celebration Circle

    A final gathering to look back at what has shifted, honor the journey, and name what you want to carry forward.

The experience is held by

Two ICF-PCC credentialed coaches

Consistent coaching and accompaniment across the six months.

A mentor from the previous ILM cohort

Someone who has walked the ILM journey before you — offering perspective, encouragement, and a lived connection to the experience.

A small cohort of up to 10 people

Enough diversity of experience and perspective to broaden the conversation, while remaining small enough for trust and depth.

Approximately 4.5 hours a month

A meaningful commitment, designed to fit alongside a full life. Most months include a 2-hour Group Circle, a 1-hour 1:1 coaching session, and reflection time between sessions.

The value isn’t more content. It’s the combination:

space and grace to pause, individual coaching, shared reflection, and a circle of people moving through transition alongside you.

The rhythm

The Fall 2026 cohort.

Six months, with time to live between the conversations. Each gathering builds on the one before it, with space between circles for coaching, reflection, and whatever life brings into the work.

Enrollment closes Mon, Sept 28, 2026 Limited to 10 participants Wednesdays
See all the datesHide the dates
Launch CircleArriving togetherThursday, October 22, 2026
Group Circle IWhere you areWednesday, November 18, 2026
Group Circle IIWhat’s shiftingWednesday, December 16, 2026
Group Circle IIIWho you’re becomingWednesday, January 20, 2027
Group Circle IVChoosing forwardWednesday, February 17, 2027
Celebration CircleCarrying it forwardWednesday, March 3, 2027

Session time: 18:00–20:00 Barcelona · 12:00–14:00 Eastern · 9:00–11:00 Pacific  ·  with 1:1 coaching scheduled between circles.

Your coaches

Your coaches,
accompanying you

Trust matters in work like this.

I Lead Me is guided by John Arboleda and Cheryl Wilson, both ICF-PCC credentialed coaches.

Our role isn’t to tell you what comes next. It’s to listen closely, ask the questions that help you see differently, and create the space for you to make meaning of your own transition.

Come as you are — unfinished questions and all.

Together, we bring deep experience coaching people through transition, growth, leadership, and the questions that don’t always have easy answers.

We don’t teach people who to become. We coach with them as they discover it for themselves.

John Arboleda

John Arboleda, ICF-PCC

Founder, A New Kind of Leadership

Cheryl Wilson

Cheryl Wilson, ICF-PCC

Leadership Coach & Facilitator

The invitation

You don’t need to have it all figured out to begin.

If something on this page feels familiar, I Lead Me may be a space worth exploring. You don’t need a plan, or the right question — just enough curiosity to begin listening to what’s asking for your attention.

“Go for it! And be ready to look inside yourself.”

— Victor, Barcelona
Fall 2026 circle
  • October 2026 – March 2027
  • Up to 10 participants
  • Investment: $2,500 USD / €2,000 EUR
  • Payment options available
  • Enrollment closes Mon, Sept 28, 2026
Start with a conversation

A 15-minute conversation is a chance to meet, share where you are, and see whether this feels like the right space for you.

Schedule a conversation Reserve your spot Want something to sit with first?
Get The In-Between Reflection Guide →

If cost is the only thing standing in your way, please reach out. We can talk.

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