Sunny Side Up Podcast
Sunny Side Up is your weekly invitation to slow down and tune in.
Created for deep feelers and heart-led humans who want to live in alignment with what matters most.
New episodes every Sunday.
You’re here because something in you is ready to feel more connected, more grounded, more you.
Sunny Side Up is where we come home to that - with ease, gently, together.
Each episode is a little heart reset full of warm reflections, insights, tender truths, and simple practices to bring you back into your natural rhythm. Think of it as your weekly moment to slow down, tune in, reflect and reconnect. To reclaim your power and remember who you are, before the world told you who to be.
We’ll explore themes of COURAGE, CONNECTION and LIVING LIFE ON PURPOSE.
I’m Jessie May, Your Heartfull Guide.
I first began Sunny Side Up in 2011 as a way to share what I was witnessing — how easily we lose touch with ourselves, and how deeply we long to come back to what’s true.
Through my decades in creative industries, leadership spaces, and the wellness world, that truth has only deepened: when we slow down and listen, we reconnect with who we really are, and clarity returns.
This current chapter of Sunny Side Up feels riper, deeper, and more alive than ever — a space I’ve missed, a conversation that’s been pulsing strong, resonating deeply with hearts across 26 countries.
Sunny Side Up is woven from my lived experience — seasons of growth and change, burnout and recovery, heartbreak, artistry, entrepreneurship, and heart-led leadership.
This podcast is my offering to you.
A warm hand. A soft landing.
A reminder that your heart already knows the way.
Who The Podcast Is For
Sunny Side Up is for you if:
you feel deeply
you lead with presence
you care about truth, connection, and meaning
you’re standing at a threshold, listening for what’s next
you crave warmth, resonance, and grounded reflection
you’re reclaiming your voice and choosing courage
you want a life that feels aligned and true
This is a space to breathe.
To feel what’s real.
To remember what matters.
LISTEN NOW
Explore More Ways To Go Deeper
The Threads of Us
A weekly Sunny Side Up newsletter
Each week, I send a companion letter to the Sunny Side Up podcast - an expanded note on the episode, the themes we’re exploring, and a simple focus to carry forward.
It’s a simple way to get your weekly dose and stay connected between listens.
What Listeners are Saying…
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“Thank you so much Jessie for this wonderful gem of an episode. I listened to it and then relistened to it again because it was so good! So much wisdom and simple things to reflect on and implement.”
— Coki722 on The Science of Being Seen
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"So bang on! Loved this one… Always feels so aligned! Thanks Jessie – your podcast is such a beautiful treat!”
— Jade on The Language of Energy & Mapping Your Aliveness
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“Thank you thank you thank you for this episode. I really enjoyed it and I wrote down so many golden nuggets you spoke about that I'd love to practice throughout my daily life.”
— Fita Tuivai on The Science of Being Seen
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“Everything you're saying is exactly what I need right now! Thank you so much!”
— Roseanna Moline on Living Your Gift: The Regenerative Power of Purpose
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“So many amazing pieces of advice here, and I feel like Jessie always captures the essence of what is going on in the collective.”
— Anita on The Heart of Connection
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“‘If you find yourself in fear, it is a call to come home to your heart.’ My whole being just SETTLED upon feeling the Truth of that. Thank you.”
— Trixie on A Return to Love: Rebooting Love in Radical Times
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“Where has this podcast been all my life?! It’s such a gem and seriously the best way to reset my system.”
— Tracy Campbell