Waking Up With Ryan

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On the Waking Up with Ryan podcast, coach Ryan Weiss explores how the first five minutes of your day can shape everything that follows. Through short daily audio and video episodes (10–12 minutes), he delivers powerful "moments of awakening" designed to interrupt the inertia of fear, ego, and judgment, helping listeners reconnect with themselves before the noise and demands of the day take over.
Blending wisdom, meditation, and practical insight, Waking Up with Ryan offers a daily ritual that grounds, inspires, and empowers listeners to move through life with greater intention. More than just a podcast, it is an ongoing exploration of self-discovery, presence, and what it truly means to remember who we are.

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Yesterday · 14 min
This Fall, Give Yourself a Soft Place to Land
What if the parts of yourself you've been trying hardest to escape are the very parts that need your love? As autumn gives way to winter, Ryan reflects on the deeper invitation of this season: to turn inward and make room for whatever we've been carrying. Recalling a moving video of a father sitting patiently with his young daughter's overwhelming emotions, he asks a deceptively simple question: how often do we offer ourselves that same kind of safety? It's a tender exploration of the inner struggles we hide from the world, the ways we learn to avoid them, and what it might mean to finally stop running. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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Monday · 14 min
Are You Overthinking Your Spirituality?
What if the truth you've been searching for is so close that all your searching is making it harder to see? We spend so much time thinking, analyzing, improving ourselves, and trying to understand life that it's easy to assume the deepest answers must be equally complicated. But Ryan invites us to consider something radically simpler: that there may be something fundamental about our existence that doesn't require explanation, effort, or even thought. In this contemplative episode, he explores the difference between knowing something intellectually and recognizing what's been quietly present all along. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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Friday · 12 min
Rest Isn't Something You Have to Earn
What if the very effort you’re making to find yourself is keeping you from recognizing what’s already there? We spend so much of our lives searching, striving, improving, and trying to become something more — even on the spiritual path. But there comes a point when all that effort may be asking us to do something entirely different. As Ryan closes a week devoted to remembering who we truly are, he draws on the spirit of the Sabbath to explore the unfamiliar territory of doing nothing, seeking nothing, and allowing ourselves to simply be. Perhaps the thing you’ve been searching for has been patiently waiting for you to stop looking. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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Thursday · 13 min
Stop Letting Family Drama Steal Your Peace
You can spend years working on yourself, learning to communicate better, practicing forgiveness, and finding your peace. Then you spend an afternoon with your family, someone makes one familiar comment, and suddenly you're fifteen years old again. Why do the people closest to us have such an extraordinary ability to bring out versions of ourselves we thought we'd outgrown? With the holidays approaching, Ryan explores the deeply ingrained patterns that shape our family relationships, and what it might take to stop playing the same old role in a drama you've been part of your entire life. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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November 4 · 11 min
When You Don't Know What To Do
There's a particular kind of anxiety that comes from not knowing what to do next. Maybe you're questioning your career, your relationship, or the direction your life is taking. The answers that once seemed obvious no longer feel right, but nothing has appeared to replace them. So you search harder, looking for advice, certainty, or someone who can tell you which way to go. But what if this uncomfortable space between what was and what comes next isn't a sign that something has gone wrong? Ryan explores the strange possibility that feeling lost might be an essential part of finding your own way. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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November 3 · 12 min
You Are Entitled To Miracles
When you hear the word miracle, what comes to mind? Something supernatural? An extraordinary event that defies explanation? Most of us think of miracles as rare exceptions to the ordinary workings of the world. But what if we've misunderstood them completely? Drawing on a provocative teaching from *A Course in Miracles*, Ryan challenges the very distinction we make between the miraculous and the everyday. It's a surprising invitation to reconsider what we believe is possible, the limitations we've come to accept, and the extraordinary nature of something we rarely stop to question: ourselves. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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November 2 · 12 min
Look for the Glimmers
What if you didn't have to feel better to find something beautiful in your day? Ryan opens up about a period of heaviness he's been moving through and a conversation with his dear friend Emmanuelle that offered an unexpected kind of comfort. Rather than trying to cheer him up or convince him that everything was okay, she reminded him of something small but powerful: the glimmers of light that still find their way into our darkest chapters. Featuring a heartfelt voice message from Emmanuelle, this episode is an invitation to notice the little moments that might otherwise pass us by. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 30 · 15 min
The Spiritual Meaning Of Halloween (And Your Costume)
What if the monsters we dress up as on Halloween have more to do with us than we realize? Ryan traces the holiday’s origins to the ancient Celtic festival of Samhain, when the boundary between the living and the dead was believed to grow thin. Drawing on Carl Jung’s concept of the shadow, he explores the curious ways we celebrate fear for one night while spending much of the rest of our lives trying to avoid it. Beneath the costumes, haunted houses, and ghost stories lies a surprising invitation: to consider what we’ve hidden away inside ourselves, and what might happen if we finally allowed those parts to be seen. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 29 · 10 min
You Only Have One Problem
Money, relationships, health, work, family — life can feel like an endless series of problems demanding our attention. And just when you finally solve one, another seems to take its place. But what if all those seemingly unrelated struggles have something in common? Ryan shares an idea that fundamentally changed the way he understands life’s challenges: that beneath the countless problems we spend our days trying to solve lies a single, deeply ingrained belief we rarely stop to question. It’s an invitation to step outside the exhausting cycle of fixing, striving, and worrying, and reconsider what might actually be keeping us from peace. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 28 · 12 min
What If You Actually Don't Know Who You Are?
You’ve spent your entire life building an understanding of who you are. Your name, your history, your personality, your accomplishments, your struggles — all the things that make you, you. But what if the most important discovery you could make about yourself begins with admitting that you don’t actually know who you are? Drawing on a provocative passage from A Course in Miracles, Ryan explores why the mind clings so fiercely to its familiar identity, and how the simple willingness to question everything you think you know about yourself might open the door to something extraordinary. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 27 · 11 min
The Hardest Part of Loving Someone
There’s something heartbreaking about looking into the eyes of a child and knowing that life will inevitably bring them pain. As Ryan watches his daughter grow, he finds himself wishing he could protect her from the disappointments, heartbreaks, and struggles that shape us all. But alongside that wish is a different kind of prayer — one that reaches far beyond his own family. Continuing yesterday’s reflection on seeing others as they truly are, Ryan explores what it means to love someone without being able to shield them from life, and the extraordinary possibility of wishing something deeper for the people we cherish. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 26 · 14 min
The Prayer I Say Over My Daughter Every Night
Every night as Ryan rocks his six-month-old daughter to sleep, he says a prayer that he hopes will shape their relationship for years to come: “Dear God, help me remember who she is.” It’s easy to see the innocence and wonder in a newborn, but what happens as the years pass, disagreements arise, and our ideas about the people we love begin to overshadow who they really are? Ryan reflects on the stories we accumulate about one another, the ways those stories shape our relationships, and the possibility of seeing even the most familiar people through entirely new eyes. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 23 · 12 min
What If Love Was Never Missing? Tuning Into Love.
What if love isn’t something you have to find, earn, or even learn to give, but something you’ve been all along? We spend so much of our lives searching for love outside ourselves, while the noise of our own thoughts can make it difficult to recognize what’s already there. As Ryan concludes a week devoted to building an inner foundation of peace, gratitude, acceptance, and forgiveness, he turns to the one thing that holds them all together. It’s an invitation to question the limits of who you believe yourself to be, and to discover what might change if you moved through the world knowing that love isn’t something you lack, but something you are. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 22 · 13 min
Why Is It So Hard to Let It Go? Tuning Into Forgiveness.
Why is it so difficult to forgive someone, even when we know that holding onto resentment only hurts us? We all encounter people who disappoint us, frustrate us, or cause us genuine pain. And sometimes, the things they’ve done feel impossible to look past. But what happens when we begin to see people as something more than their worst moments? Continuing this week’s exploration of building a foundation for daily life, Ryan turns to forgiveness — not as a way of excusing someone’s behavior, but as a way of freeing ourselves from the judgments that keep us disconnected from others, and ultimately, from ourselves. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 21 · 13 min
You Don't Have to Be Okay. Tuning Into Acceptance.
What happens when the person who encourages you to find peace is struggling to find it himself? Ryan shares something deeply personal about a darkness that visits him from time to time, and the complicated relationship he’s developed with it over the years. It’s a vulnerable conversation about the pressure to be okay, the quiet ways we turn against ourselves when we’re not, and the possibility that even our most difficult seasons have something to offer us. A gentle guided practice follows, inviting you to meet yourself exactly where you are. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 20 · 14 min
Have You Told Them What They Mean to You? Tuning Into Gratitude.
It’s often the moments when life feels most fragile that bring everything else into focus. After a frightening medical emergency, Ryan finds himself confronting questions that are easy to overlook in the rush of everyday life. Have we told the people we love what they mean to us? Do we really see them, or have familiarity and frustration clouded our vision? Through a deeply personal experience, Ryan reflects on the things we take for granted, the love we leave unspoken, and the extraordinary gift of having someone in our lives. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 19 · 14 min
Where Do You Find Your Calm? Lay the Foundation.
How do you stay grounded when life seems determined to pull you in every direction? Between the demands of everyday life, unexpected challenges, and the stories our minds tell us, it’s easy to lose touch with the peace we know is possible. Ryan draws on the imagery of a towering tree and the deep roots that keep it standing through a storm to explore what it means to build a foundation within yourself. A gentle guided visualization invites you to discover a place of safety and stillness you can return to, no matter what the day brings. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 16 · 1 hr 18 min
Marianne Williamson on Fear, Forgiveness, and What A Course in Miracles Really Teaches
Ryan sits down with spiritual teacher and bestselling author Marianne Williamson for a wide-ranging conversation about A Course in Miracles, the teachings that changed both of their lives, and what decades of spiritual practice actually look like when life gets hard. Marianne takes Ryan back to the 1970s and the strange series of events that first brought A Course in Miracles into her life, before unpacking its central ideas about fear, love, forgiveness, and the power of the mind. She opens up about emerging from her most recent presidential campaign and spending a year reckoning with what had happened — forgiving others, confronting her own mistakes, and eventually arriving at a much more radical idea of personal responsibility. They explore why Marianne believes psychic pain should be listened to rather than simply suppressed, why forgiveness isn’t about excusing what someone did, and how carrying old grievances into the present can cause us to miss the very opportunities life is putting in front of us. Marianne shares one painful example from her own past — a lunch she entered carrying a grievance, only to discover afterward that the woman across the table had actually come to her seeking help for her husband. Along the way, Ryan and Marianne talk about spiritual teachers and ego, fear as the absence of love, the difference between surviving and truly moving beyond what happened to you, and the daily work of choosing differently when life gives you another chance. This is a conversation about what it means to move spiritual wisdom out of the realm of ideas and actually live it. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 15 · 13 min
Why Waking Up Feels So Hard
Why does spiritual awakening sometimes feel like such an uphill battle? Drawing on a metaphor from spiritual teacher Adyashanti, Ryan compares the journey of awakening to a rocket fighting against gravity. Just as a rocket needs tremendous force to escape Earth’s gravitational pull, we must work against the deeply ingrained beliefs and habits of the ego that keep pulling us back into old ways of thinking. But Ryan explores what happens when that pull begins to loosen, and life’s challenges no longer have the same power over us. A guided practice follows, inviting you to balance the effort of spiritual growth with something equally important: the willingness to soften, surrender, and trust that life is carrying you forward. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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October 14 · 11 min
Peace Is Easy Until Someone Pushes Your Buttons
What if your most important spiritual practice happens after you leave the yoga mat or meditation cushion? Ryan explores why meditation, yoga, and prayer are only preparation for the real work of spiritual growth: how we show up in everyday life. It’s easy to feel peaceful during a morning practice, but what happens when someone pushes your buttons, a relationship becomes difficult, or an old habit takes over? Drawing on A Course in Miracles, Ryan challenges us to see life’s conflicts as opportunities to practice what we’ve learned, take responsibility for our reactions, and choose a more loving response. A short guided meditation follows, preparing you to carry that awareness into the challenges of the day. Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (@WakingUpWithRyan) You can follow Ryan on Instagram (@wakingupwithryan), YouTube (@wakingupwithryanpod), or visit wakingupwithryan.com. See omnystudio.com/listener for privacy information.
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