Building a Relationship with Discomfort: What Growth Feels Like in Real Time

Finding Grace in the Unexpected: A Personal Reflection

This week’s episode is a little different. Following an unexpected wrist fracture that brought my upcoming travels, events, and carefully arranged calendar to a sudden halt, I found myself being called into a much deeper surrender. What began as an unwelcome interruption became an invitation to trust more fully and open to the grace, support, and unexpected angels that have appeared along the way. In this deeply personal reflection, shared from the midst of this unexpected season, I explore what happens when life asks us to relate to time in a different way. Drawing on the ancient distinction between Chronos—the world of schedules and timelines—and Kairos—the sacred space where grace, synchronicity, and deeper wisdom can emerge—I share some of the insights, tenderness, and miracles that have found me in the pause. As we stand on the threshold of a new season, perhaps we are being invited to soften our grip, listen more deeply, and remember that life isn’t a race to be won, but a mystery to be lived. After all, as Montreal’s own Leonard Cohen so beautifully reminded us, “There is a crack in everything. That’s how the light gets in.” Maybe what feels like an interruption is actually an invitation. And maybe something beautiful is waiting to emerge. With big warm love, Jessie May

Listening for Alignment: Learning to Trust What Feels True

What if alignment isn’t something you create, but something you learn to hear? In today’s episode, we’re exploring the subtle but powerful distinction between effort and force, and what it means to listen for alignment in a world that constantly asks us to push harder. Together, we’ll unpack the difference between the discomfort that accompanies growth and the exhaustion that comes from betraying ourselves, and how cultivating deeper listening can guide us back to what is truly ours to hold. In this episode, I dive into: • The difference between aligned effort and forcing • Why alignment isn’t the same as ease • How overfunctioning and self-abandonment can masquerade as strength • The questions that help us discern what is truly ours to carry • Learning to loosen our grip and partner with life rather than control it • Why listening may be more important than pushing What if life isn’t asking you to push harder. Maybe it’s inviting you to listen more deeply. Come listen in — and if this conversation speaks to you, share it with someone who could use a reminder that not everything meaningful requires force, and that sometimes the deepest wisdom arrives when we soften enough to hear it. ☀️

Building a Relationship with Discomfort: What Growth Feels Like in Real Time

What if the unfamiliar isn’t pulling you off course, but inviting you forward? In today’s episode of Sunny Side Up, we’re exploring our relationship with discomfort and why so many of us mistake unfamiliarity for misalignment. Together, we’ll unpack why growth rarely arrives with certainty, how the nervous system gravitates toward what is familiar, and what becomes possible when we stop treating discomfort as the enemy and begin listening to what it may be trying to teach us. In this episode, I dive into: • Why familiar is not always the same as true • The difference between discomfort and misalignment • How awareness creates movement and growth • The space between who you’ve been and who you’re becoming • Why confidence often follows action, not the other way around • Building a healthier relationship with uncertainty, change, and expansion • Reflection prompts to help you navigate your own season of becoming “The unfamiliar does not automatically mean untrue.” Come listen in — and if this conversation resonates, share it with someone who may need this message today. with big warm love, Jessie May

Returning to What Matters: A Practice of Remembering

What if the quality of your life is shaped less by what you achieve and more by what you repeatedly return to? In this week's episode of Sunny Side Up, I'm exploring the heart of devotion—not as sacrifice or obligation, but as the practice of consciously directing your attention toward what matters most. In a world designed to pull us in a thousand directions, devotion asks a different question: What is receiving the best of your energy? Together, we'll explore how our habits, thoughts, relationships, and daily choices quietly shape the lives we're creating—and why attention may be one of the most powerful creative forces we possess. In this episode, I dive into: • The connection between attention and devotion • The hidden habits and patterns that quietly shape our lives • Why devotion is a practice of remembering and returning • The difference between force and true alignment • How to move from distraction toward a more intentional life • Reflection questions to help you reconnect with what matters most "We become what we repeatedly attend to." Come listen in—and if this episode speaks to you, share it with someone who could use this reminder today.

You Were Never Meant to Be Just One Thing

We all carry many selves — the roles we step into, the parts we silenced to survive or belong, and the versions of ourselves that emerge in different seasons of life. But what happens when one of those roles no longer fits? When something in you is ready to evolve, integrate, or simply finally breathe? So many of us are in a season of becoming. Not performing growth. Not curating healing. But genuinely listening inward and asking: who am I underneath all of this? In this episode, I dive into: • Why wholeness is messier — and truer — than perfection • How we quietly abandon parts of ourselves in order to survive, belong, or be loved • The difference between adaptation and identity • What it means to create an inner vessel spacious enough to hold all of who you are • Why you are allowed to evolve — and to outgrow what no longer fits • Reflection prompts to help you welcome the parts of you that are ready to come home “Do I contradict myself? Very well, then, I contradict myself. I am large, I contain multitudes.” — Walt Whitman Come listen in — and if this speaks to you, share it with someone in their own season of becoming. Grateful for your presence ☀️