a space to gather, root and remember
Sanctuary
a monthly reunion
rooted in real connection
a sacred circle where witnessing deepens wisdom
What is Sanctuary?
Sanctuary is a monthly space to come together in circle.
To reflect, to connect, and to meet yourself more honestly in the presence of others.
It’s where the conversations from Sunny Side Up
come to life—
in real time, in real voices, in real connection.
Each month, we gather around a shared theme—
where the way we relate becomes a mirror for the wisdom we hold.
Inside Sanctuary
The Sunny Side Up Circles are the heartbeat of Sanctuary—
a live, heart-centered space where the themes
we explore each week come to life.
How We Gather
We come together in real time—
to listen, to reflect, and to be in honest conversation.
Each circle is anchored in a Sunny Side Up podcast episode—
a shared conversation you arrive already connected to.
From there, we open - together.
Voices come forward.
Stories unfold.
Something honest begins to move through the circle.
There’s a depth that builds here—
not from effort,
but from the way we meet each other.
The Rhythm
This is how it unfolds each month:
A Sunny Side Up podcast episode to listen to
in your own time—
a chosen theme to sit with and feel into.
A 90-minute virtual circle on the
2nd Sunday of the month—
a space to come together, reflect,
and be in conversation.
And a community that builds over time—
where familiar faces return, and connection deepens.
A Place to Return to
We gather once a month—
on the second Sunday—
for a 90-minute live circle
at 11am PT / 2pm ET.
A monthly reunion.
A space for real connection.
A circle you can step into—again and again.
This is a simple monthly subscription,
and you’re free to come and go as it feels right.
If you feel the call, come be with us.
Meet Jessie May
I’m Jessie May — a coach, guide, speaker, and creative devoted to helping others return to the rhythm and truth within themselves.
For decades, I’ve supported hearts around the world through Radiance Coaching, the HeartRise Movement, Sunny Side Up, BraveHeart leadership, and the many circles I’ve held across communities. Each space has taught me something essential about presence, belonging, and the quiet courage it takes to come home to ourselves.
Sanctuary is the natural evolution of that journey — a space I’ve carried in my heart for years, a tender homecoming for those longing for stillness, clarity, and connection.
A place where presence becomes practice, and belonging becomes a way of being.
Sunny Side Up
Circle Guides
(Coming Summer 2026)
FOR THE ONES FEELING CALLED TO HOLD SPACE.
A new way to deepen heartfelt community through the rhythm of the Sunny Side Up podcast — think book club, for the conversations that open your heart and shift your life.
GUIDES RECEIVE:
• Monthly Circle Menus — curated prompts, themes, and flow
• Facilitation Support — guidance to host with confidence and heart
• Templates + Resources — everything you need to hold a powerful circle
• A Shared Rhythm — a monthly cadence that supports you in building community
in your own unique way
Explore the Ecosystem
Sunny Side Up Podcast / Radiance Coaching / Speaking / Substack
