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Painting Your Path
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Painting Your Path

Author: Clarissa Castillo-Ramsey

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If you’ve asked yourself “Am I living the life I want to live or have I been living for someone else?” Maybe you’re 40+ and asking: “What do I really want to do when I grow up?” If so, this podcast is for you. It’s time for you to do the thing you’ve been waiting to do but maybe didn’t think it was possible. Here’s what I know: You can be, do, and have whatever you set your mind to. Create life on your terms. This podcast features interviews with inspiring people who share their stories about stepping out and creating a life they love. You can also expect solo episodes where I share what’s on my mind and heart, all to help you continue to paint your path.

185 Episodes
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In this week’s solo episode of Painting Your Path, I guide you through a gentle, powerful end-of-month reflection ritual — designed to help you pause, breathe, and honor who you’ve become over the course of the year. Instead of rushing into December with more to do, this episode invites you to slow down and make meaning of your experiences… without judgment, pressure, or perfectionism. You’ll explore: ✨ A process to look at your year with clarity ✨ How to separate facts from the story your mi...
Step onto a path of transformation with my special guest, Desiree Cascadden, as she shares her inspiring journey from an unexpected background into the realms of holistic healing. In this episode, you'll hear about defining moments, courageous pivots, and what it truly means to embrace your calling—even when the road is anything but straight. You’ll also get an exclusive preview of a vibrant, welcoming community where creativity and healing intersect, along with a sneak peek at upcoming happe...
In this solo episode, I reflect on what it really means to be brave on your path to becoming. Fresh off leading two vision board workshops—one in a corporate setting and one in a creative studio—I share stories of quiet courage and remind you that bravery doesn’t always roar. Sometimes, it whispers: “You’re allowed to want what you want.” If you’ve been waiting for the “perfect time” to take action on your creative dreams, this episode is your permission slip to begin—right where you a...
Join me for an inspiring conversation with Emiliya Zhivotovskaya, CEO and founder of The Flourishing Center. Together, we explore resilience, positive psychology, and ways to move forward after adversity—whether personal or communal. You’ll hear: - My journey to rebuild community after the Eaton fire, and Emiliya’s perspective on what drives flourishing even in the hardest times. - A glimpse into Emiliya’s innovative work in positive psychology, her mission for spreading well-being, and...
In this episode of Painting Your Path™, I welcome the inspiring Pam Uzzell—filmmaker, educator, podcaster, and artist at heart. Dive into a conversation that weaves together creativity, resilience, and the powerful intersection of art and healing. Pam shares pieces of her fascinating journey—from behind the camera to behind the mic—and reflects on what it means to embrace unexpected life pivots. We discuss the role of creative expression in navigating health challenges, discovering new passio...
As October gently nudges us inward, many of us begin to ask: Is this the life I really want? In this solo episode, I share a heartfelt invitation to dream again — not in a “someday” kind of way, but right now, in the midst of your real, messy, beautiful life. I reflect on the importance of dreaming as the foundation of any soulful, creative life and why it’s the very first pillar in my framework. If your creativity has been sitting on the back burner, or if the noise of “practicality” has dro...
In this inspiring episode of Painting Your Path™ I welcome Sue Willoughby—Equus Coach®, truth-teller, and midlife reinvention guide. Sue shares how her lifelong love of horses shaped her journey from corporate success to transformational coaching. We delve into the challenges and opportunities of making pivotal life changes, the power of curiosity, and why reconnecting to your authentic self is so important—especially in midlife. Tune in for wisdom on breaking free from burnout, finding...
This week, I get real about rejection, redirection, and reclaiming your power when things don’t go according to plan. 💔 I share a recent “no” that stirred up old self-doubt — and how I turned it into fuel for growth. 🎨 You’ll hear reflections on rewriting old stories, embracing your own timing, and learning to see mistakes as teachers — not proof that you’ve failed. In this episode: Why rejection doesn’t define your worthThe deeper truth behind my rejectionClient wisdom about outdated inner p...
This episode is a heartfelt reflection on what it means to stop living for other people’s expectations and start becoming who you truly are. I opened up about receiving some stinging feedback this week and how it reactivated some old internal “programs.” You know, the ones that tell us we need to play small, stay safe, and not rock the boat. This is a tender, uplifting, and empowering episode that invites you to pause and reflect. Tune in to hear more. If you’re feeling called to finally spea...
In this episode, I’m inviting you behind the scenes of The Art of Becoming — my 6-week group experience for midlife creatives and quiet rebels who are done shrinking and ready to step into their next chapter with clarity, courage, and self-expression. You’ll hear stories from real clients who’ve moved through perfectionism, overthinking, and self-doubt… into play, confidence, and community. If you’ve ever felt stuck between where you’ve been and who you’re becoming — this is for you. What we ...
In this short and powerful solo episode, I talk about the hidden stories that keep us small, and why reclaiming your voice, your creativity, and your truth isn’t just a nice idea… it’s essential. If you’ve been stuck in self-doubt, spinning your wheels, or wondering why you still haven’t made the leap toward the thing you deeply want, this is for you. Whether you’re an artist, coach, or creative soul who knows you’re meant for more, I invite you to step into your next chapter, imperfectly but...
In this inspiring episode, I sit down with Estelle Idoko—singer, voice teacher, and host of the “Sing Confidently, Live Creatively” podcast. Estelle shares her remarkable journey from pursuing a career in medicine to embracing her true calling in the arts. Together, we explore what it means to “paint your path,” the challenges and rewards of following your creative instincts, and how to build confidence as an artist. You’ll hear about: - The pivotal moments that led Estelle to choose music - ...
What if your doctor prescribed art instead of just medication? Or recommended time in nature, dance, or volunteering to improve your health? That’s the vision behind social prescribing, and it’s the heart of my upcoming Creative Care Summit: Reimagining Well-being Through Social Prescribing (Sept 22–26, 2025). In this short episode, I share: My “why” for this summitWhy social prescribing matters for clinicians, creative practitioners, and anyone who wants new ways to feel whole and connected....
I had the incredible honor of being interviewed by Jenny C. Cohen on her Dance to Heal podcast! In this inspiring conversation, we explored the powerful intersection of creativity, healing, and personal transformation. Jenny and I discussed my journey from corporate life to entrepreneurship and how I help women in midlife reconnect with what brings them joy and fulfillment through art, movement, journaling, and community. Key Insights Shared - The importance of moving from “What’s wrong wit...
In this episode of Painting Your Path, I sit down with Jeanette Chasworth, also known as The Color Whisperer — an intuitive interior designer who blends color psychology, emotion, and energy to transform the spaces we live in and the stories we live by. Jeanette shares how color has guided her through personal grief, supported clients through major life transitions, and helped countless people reconnect with their own personal style — not the one handed down or expected, but the one that feel...
From time to time, I like to share the podcasts who have featured me as a guest. If you like my podcast, I feel you will also enjoy Sally J Fox’s Vital Presence Podcast-Embrace Your Muse. In this intimate conversation Sally and I explore what it means to lead and create with purpose—especially in the messy in-between where art and leadership intersect. Together, we weave through stories of vulnerability, creative expression, and the soul-deep practice of “painting your path,” one intentional ...
Before we dive into today’s conversation, I have something special to share. If you’re in the Los Angeles area and want to meet in person, I’m hosting a Calming Totemic Watercolor class at my friend Arpi Krikorian’s beautiful studio in Arcadia, CA, on Thursday, August 14th at 5:30pm. It’s not about perfection or “being an artist.” It’s about giving your creativity space to breathe, slowing down to connect to yourself, and finding restoration through color and play. No experience needed.All su...
In this solo episode of Painting Your Path, I get personal. I talk about something recently posted on social media that deeply resonated. This is a conversation about the messy middle — the space between knowing you’re meant for something more… and still holding back. Whether you’ve been shrinking to fit into spaces you’ve outgrown, softening your truth to stay safe, or wondering if it’s finally time to express the real you — this episode is your gentle permission slip. 🎨 Want to reconnect wi...
In this heartfelt episode, I welcome executive coach and podcast host Gail Gibson to share her inspiring journey through health challenges, personal growth, and her mission to raise awareness about polycystic kidney disease (PKD). Gail opens up about her career evolution, the power of a “can do” mindset, and the importance of surrender, resilience, and support during life’s toughest moments. The conversation also explores the value of creating space for others, the impact of vision boards, an...
In this heartfelt solo episode, I share a personal story of hitting pause when life asked me to slow down. If you’ve ever found yourself in that in-between space, where one chapter is closing and the next hasn’t yet begun, this is for you. I talk about what it means to navigate that liminal space with curiosity, creativity, and self-compassion. You’ll also hear about upcoming in-person retreat in Topanga Canyon, co-led with my friend and fellow coach Mitta Wise: Creative Breakthroughs: A 2-Da...
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