The Annual Membership: A Private Community for Women in Midlife Transition
Getting clear on what you want is the first step. Living into that clarity is where the real work begins. '
The Annual Membership gives you the year-long structure and community to keep moving toward the life you clarified — through the daily demands, distractions, and drift back into old patterns.
Clarity is the first step. This community is for everything after.
Clarity often arrives in a concentrated burst — through reflection, visioning, and honest recognition. What comes after is slower: practicing new choices, staying close to what matters, and resisting the pull of old patterns.
The Annual Membership is where women bring their clarity to life, with the structure, practices, and community to keep returning to what matters.
You belong here if:
You’ve done the inner work and are ready to bring what you’ve discovered into daily life.
You know real change happens slowly — and you want thoughtful company for the journey.
You’re tired of losing momentum between courses, retreats, and good intentions.
You want accountability that is smart, gentle, and consistent — not punishing or performative.
You’re at a turning point and need structure to keep walking in a new direction.
You do your best work, and grow most sustainably, in good company.
This isn't a membership. It's a guided year.
Most communities give you access. This one gives you a journey. Here's what a year inside looks like:
Four seasonal journeys. Each season has its own theme, monthly focus, and weekly prompts. Over the year you'll build the foundations of intentional living, strengthen your connection to inner wisdom, practice genuine rest and restoration, and develop joy as a way of moving through the world.
Monthly live sessions. We gather on the first Sunday of every month to check in, welcome the new theme, and — for those who want it — plan the month ahead together.
Two live Clarity Retreats each year. Members do the Clarity Retreat together in June and December — a mid-year reset and an end-of-year ritual to close one year with intention and open the next with direction.
Soul friend matching. A one-to-one match with another member for accountability, honest conversation, and companionship through the year.
A community doing the same work. High-achieving women who are serious about growth, honest in their sharing, and generous with each other.
Join at any point in the cycle. Each season stands on its own while building toward the larger arc of the year. Wherever you arrive, the curriculum meets you there.
What makes this community different
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A Real Arc
This is not a random stream of content. It is a deliberate year-long journey through four seasons, each designed to help you bring your clarity to life.
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A Real Community
Women who have done their own inner work gather here to reflect, plan, co-work, assess, adjust, and make each other’s growth more possible.
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Real Practices
The rhythms and rituals are not busywork. They become inner scaffolding — simple, repeatable practices that support sustainable change long after the year ends.
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"It’s the community I didn’t know I needed!"
“The Annual Membership is a wraparound community that provides accountability while also offering opportunities to grow and thrive. It’s the community I didn’t know I needed!”
Rosemary Candelario, PhD, Professor
Austin, Texas USA -
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"This is the ultimate safe space."
“This is the ultimate safe space. Full of wisdom and joy but also accountability. No magical thinking, just a community helping and learning together.”
Simma Gershenson, Director of Fundraising & Development
London, England -
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"An amazing group who inspire each other to thrive."
“It's an amazing group of incredibly supportive, ambitious, goal-directed women who inspire each other to thrive in whatever capacity and space they want.”
Beth van Es, Professor
Irvine, California USA
I'm Kerry Ann Rockquemore, PhD — and I've been building communities for over 20 years.
I'm a certified Jungian coach and founder of the Center for Midlife Success. Before this, I founded and led the National Center for Faculty Development & Diversity, an online community that grew to serve more than 100,000 academics across 150 universities.
Two decades of building transformative communities for high-achieving women has taught me one thing above all: great communities don't happen by accident. The leader creates the container, but the people create the depth. That's not luck. It's intentional design — and it's exactly how this Annual Membership was built.
One year. Four sessions.
Investment: $399/year
What’s included:
Monthly live sessions with Kerry Ann
4 seasonal journeys
Weekly prompts
2 live Clarity Retreats
A private community
Soul friend matching and small groups
Frequently asked questions
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The Annual Membership is $399/year and renews automatically on your anniversary date. This is a full-year commitment; we do not offer payment plans or refunds. We ask you to join with intention for the year, knowing the deepest value comes from staying connected over time.
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The Membership is open year-round. You can join at any point in the seasonal cycle because each season stands on its own while also contributing to the larger arc of the year. Whenever you arrive, the curriculum is designed to meet you where you are.
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The Membership is designed to flex with your life. Some weeks you may attend the live session, join co-working, and respond to the weekly prompt. Other weeks, you may simply check in briefly. What matters is staying connected — even lightly — rather than disappearing entirely.
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The Membership works best for women who have some clarity about what they want and are ready to live into it. If you’re still searching for clarity, start with The Clarity Retreat. If you’re ready for a year of intentional living, guided practice, and growth in good company, you belong here.
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Many communities are built around content delivery or casual connection. This one is built around a deliberate year-long arc, meaningful practices, and a community of women serious about growth. The four seasonal journeys give the year shape, rhythm, and direction — so your clarity has somewhere to live.