Experiences
Ignite. Empower. Connect.
Thoughtful, heart-led gatherings designed to spark connection, reflection, and meaningful conversation.
Whether I’m leading a keynote, hosting a circle, facilitating a workshop, or guiding an intimate gathering, my intention is always the same:
to create spaces where people feel more connected to themselves, each other, and what matters most.
My work blends storytelling, emotional intelligence, guided reflection, conversation, creativity, and experiential practices to create gatherings that are engaging, grounding, and deeply human.
These moments are designed not just to inspire in the moment—but to stay with people long after they leave the room.
Ways We Gather:
Keynotes
Thought-provoking talks rooted in storytelling, emotional intelligence, creativity, and human connection.
Workshops
Interactive sessions designed to deepen reflection, spark conversation, and support meaningful growth.
Circles + Salons
Intimate gatherings that invite honest dialogue, resonance, and connection.
Retreats + Immersions
Curated spaces to slow down, reconnect, reflect, and return to what matters most.
Themes + Conversations
Signature Power + Authentic Expression
Human Connection in a Digital World
Emotional Intelligence + Relational Intelligence
Creativity, Courage + Reinvention
Presence, Belonging + Meaningful Connection
Relationships as Mirrors
Heart-Led Leadership + Communication
What Opens
deeper connection
courageous conversation
renewed clarity
emotional resonance
self-trust
authentic expression
meaningful reflection
Who I Work With
I collaborate with brands, communities, leadership teams, wellness spaces, retreats, creative organizations, and educational environments seeking gatherings that feel thoughtful, alive, and genuinely connective.
Let’s create something meaningful together.
Whether you're planning a keynote, workshop, retreat, salon, or community gathering, I’d love to explore what we could create together.
Ready to dive deeper with Jessie May?
Sunny Side Up Podcast / Radiance Coaching / Speaking / Meditations / Your Weekly Dose / Sanctuary