Reclaim Your Rhythm. Ignite Your
Signature Power.
For creatives, founders, leaders and deep feelers ready to trust your voice, communicate with courage,
and create real impact in your life,
leadership, and relationships.
through coaching, circles, and immersive experiences
Trusted by brands and communities including:
Meet Jessie May
Hi, I’m Jessie May — a Radiance Coach, speaker, podcast host, and meditation guide. For over two decades, I’ve guided creatives, founders, leaders and deep feelers to trust their voice, communicate with clarity, and move through life with grounded courage and conviction.
My approach blends intuitive insight, honest reflection, meaningful conversation, and creative direction—supporting people in reconnecting with their voice, strengthening their relationships, refining their vision, and expressing themselves more fully in the world.
People often find their way here at turning points—when something is shifting, unfolding, or asking to be reimagined in how they live, lead, create, and relate.
You don’t have to navigate it alone.
Radiance Coaching
Personal Alchemy • Brand Alchemy • Love Alchemy
Radiance Coaching is my signature 1:1 pathway for those ready to reconnect with their voice, strengthen their relationships, refine their vision, and move through life with greater clarity, courage, and alignment.
Together, we explore the deeper patterns shaping how you live, lead, create, and relate—bringing your inner world, relationships, and expression into greater coherence while helping you refine and embody your Signature Power.
Through intuitive guidance, emotional clarity work, and grounded reflection, you’ll reconnect with what matters most and move forward with renewed steadiness and conviction.
Experiences
Immersive experiences rooted in connection, creativity, and courageous expression.
Jessie May is a sought-after speaker and facilitator known for her magnetic presence and heart-forward approach to leadership, creativity, and human connection.
Her talks, workshops, salons, and immersive gatherings blend intuitive insight, experiential storytelling, and meaningful conversation—creating spaces that feel engaging, resonant, and deeply alive.
From intimate circles to large-scale brand experiences, Jessie May partners with organizations, communities, and brands rooted in wellness, creativity, movement, and conscious leadership to craft experiences that cultivate connection, inspire reflection, and bring people together in meaningful ways.
Selected collaborations include Alo Yoga, Free People, VaynerMedia, Amazon Studios, Lululemon, Uber, UCLA and Soho House.
Sunny Side Up Podcast
Your weekly reboot—thoughtful reflections, honest conversations, and human themes to help you stay connected to yourself, your purpose, and what matters most.
Each episode explores courage, relationships, creativity, communication, leadership, and the emotional realities of being human—offering grounded insight, meaningful perspective, and themes you can carry with you throughout the week.
Part philosophy, part conversation, part reflective reset, Sunny Side Up is a space to reconnect with your voice, your perspective, and the life you want to create.
Sanctuary
The real-time extension of Sunny Side Up — where the themes, conversations, and reflections explored on the podcast expand in community through monthly circles and shared experiences.
A space to reconnect, be witnessed,
and engage more honestly—
with yourself and others.
A monthly reunion.
A circle you can return to—again and again.
Begin Where You Are
Coaching, conversation, and community designed
to support the way you live, lead, create, and relate.
