SPECIAL ANNOUNCEMENT: ENROLLMENT IS NOW OPEN

From Now to Next:
The Cohort for Leaders in Transition

This is a six-week, small-group coaching experience built on three pillars — Clarity, Confidence, and Community. Over six guided Wednesday evenings, you’ll move from where you are now toward a clear, grounded sense of what’s next, and you’ll do it alongside a trusted circle of peers in the same season.

Beginning July 22.
Spots are limited.

Are you at a point where your title has started to matter less than your time?

Where you’re asking what’s actually next —
and you want to figure it out with intention, not by accident?

Then you belong in this room.

A collage of two images: the top shows a smiling man with short hair, wearing a dark blue shirt, in a modern indoor setting with plants and decor; the bottom shows a man in a grey blazer and blue shirt giving a presentation in front of a patterned background, with a stack of books and a notebook on a desk to the right.

You’ve built a successful career.

But lately you’ve been asking a bigger question: what’s next?
You’ve reached a season where:

•      Your time matters more than your title.

•      Your impact matters more than your identity.

•      Your meaning matters more than money.

Title, pay, and position still count — they’re simply no longer everything.

You’re nowhere near “retirement,” whatever that even means anymore. You don’t want to settle for just another job, and you have little interest in going back to do what you’ve already done for decades. You want to stay involved and contribute — on your own terms, at your own pace, in a way that finally feels aligned.

If you’ve caught yourself having that quiet conversation on the drive home, or with the people closest to you — you’re not alone.

And you don’t have to navigate it alone.

Midlife isn’t a crisis. It’s a chrysalis.

The most important transitions of your life were never meant to be made in isolation. Clarity sharpens in conversation. Confidence grows in action. Community multiplies momentum. That’s the whole premise of this cohort — and it’s why it works.

(The chrysalis reframe is drawn from Chip Conley’s work at the Modern Elder Academy and his book Learning to Love Midlife — an influence woven throughout this program.)

What you’ll walk away with:

  • Clarity on your values, your strengths, and where you actually stand today

  • Confidence to tell your story and articulate your value without self-promotion

  • A grounded sense of direction for your next chapter

  • A high-trust community of peers navigating the same questions

  • Guidance from executive coach and author Mitch Miles

The 6 Week Journey

Session 01
July 22

Orientation & Your Now

Theme:

Set intentions, agree on how the group will work together, map where you stand today.


Session 04

August 12

Community: Relationships That Shape the Journey

Theme:

Map your relationships; dig deep on the value of connection during transition.

Session 02
July 29

Mapping Your Now

Theme:

Take honest stock of your current reality — values, strengths, and the “Blue Dot” of where you are right now.


Session 05

August 19

Pathways
& Possibilities

Theme:

Explore the options ahead — consulting, advisory and board roles, coaching, portfolio paths — and draft plans for possible futures.

Session 03
August 5

Confidence: Owning Your Story & Value

Theme:

Craft a grounded narrative for who you are and what you bring, and practice telling it.


Session 06

August 26

Integration
& Next Steps

Theme:

Name what shifted, define your immediate next step, and set the community touch points that carry momentum forward.

This cohort is built for senior leaders who:

  • Are leaving, or considering leaving, a long corporate chapter — by choice or by circumstance

  • Are not ready for retirement, but are ready for renewal

  • Want their next season of work to reflect what matters most

  • Would rather design their next chapter with peers than figure it out alone

Your next chapter deserves the same intention as your first.

CLARITY. CONFIDENCE. COMMUNITY.

A six-week group coaching experience for senior leaders navigating what’s next — designed to bring clarity to who you are, confidence in how you say it, and community to walk it with.

Begins Wednesday, July 22 · Six Wednesdays, 7:00–8:30 PM ET · Enrollment closes July 20

★★★★★

“Mitch came into my life amid an exciting but frightening career transition”

“ I was making the jump from long-term corporate leadership executive to entrepreneur. What I valued most was his authentic style, fabulous listening skills, and intuitive questions.”

Business Owner/Entrepreneur