Painting Your Path

Clarissa Castillo-Ramsey
  • 5.0 (78)
  • Self-Improvement
  • Updated Weekly

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.

  1. 4d ago

    The Foundation Beneath Every Dream

    What If Joy Was the Strategy? Have you ever looked around your life and realized you’ve become really good at efforting? Working harder. Trying harder. Healing harder. Achieving more. But somewhere along the way… you forgot what brings you joy. In this solo episode, I’m reflecting on the launch of the new Painting Your Path™ membership and something unexpected that emerged from reading every member survey. Their words reminded me that so many of us aren’t looking for another productivity hack; we’re longing to reconnect with the parts of ourselves we’ve quietly set aside. I also share a simple story from years ago that planted the seed for the community I’m building today, and why I believe creativity, play, and joy may be more important than ever. If you’ve been feeling tired, disconnected, or wondering what’s next, I hope this conversation feels like a gentle invitation to pause… and remember what lights you up. In this episode, we’ll explore: - The often-overlooked foundation beneath every dream - How creativity reconnects us with ourselves - One simple question that might change the way you approach the rest of your year 🎨 Interested in joining the Painting Your Path™ membership? Our founding members have begun their journey together, and I’d love to welcome you when doors open again this fall. Join the waitlist here Connect with Clarissa: - Instagram: https://www.instagram.com/clarissacastilloramsey.art - Self-Paced Vision Board Workshop: https://fromemployee2entrepreneur.live/visionboard Support the show

    The Foundation Beneath Every Dream

  2. Jul 30

    Fire, Film, and Finding Home in Altadena with Owen Dara & Jessica Lancaster

    In this episode of Painting Your Path, I sit down with two dear friends: filmmaker/musician Owen Dara and actor/writer Jessica Lancaster to talk about building a creative life in Altadena, making their own films, and how surviving the recent fire has reshaped their sense of home, gratitude, and art. Tune in for a heartfelt conversation about community, resilience, and saying yes to inspiration even in the hardest seasons. We dive into: How Owen’s winding journey from Ireland to Los Angeles led him to an unexpected creative home in AltadenaThe surprising way Owen and Jessica began making their own feature films (and what they learned the hard way)What it’s really like to live and create in a community deeply impacted by the Altadena fireHow survivor’s guilt, gratitude, and community support are reshaping their relationship to art and daily lifeThe small, practical ways they keep saying “yes” to inspiration—especially when the industry and the world feel heavyConnect with Clarissa: Instagram: https://www.instagram.com/clarissacastilloramsey.artJoin our Painting Your Path™ Founding Year Membership: https://fromemployee2entrepreneur.live/join-founding-year-membershipSelf-Paced Vision Board Workshop: https://fromemployee2entrepreneur.live/visionboardSupport the show

    Fire, Film, and Finding Home in Altadena with Owen Dara & Jessica Lancaster

  3. Jul 24

    What If the Life You Want Is Simpler Than You Think?

    What if the life you want is simpler than you have allowed yourself to believe? In this episode of Painting Your Path, I share the deeply personal story behind my new Painting Your Path™ membership. I reflect on my own years of chasing credentials, professional accomplishments, and the next milestone, only to discover that today’s big achievement often becomes tomorrow’s business as usual. At this stage of life, I’m choosing something different. This episode is an invitation to consider the parts of yourself you may have talked about, dreamed about, or quietly loved—but never fully allowed yourself to embrace. Learn more and join here: https://fromemployee2entrepreneur.live/founding-year-membership-painting-your-path Connect with Clarissa: Instagram: https://www.instagram.com/clarissacastilloramsey.artSelf-Paced Vision Board Workshop: https://fromemployee2entrepreneur.live/visionboardKeep dreaming, deciding, planning, being brave, reflecting—and painting your path. Support the show

    What If the Life You Want Is Simpler Than You Think?

  4. Jul 9

    Behind the Scenes of The Becoming Experience: A Midlife Women’s Retreat Preview

    Welcome back to the Painting Your Path™ podcast. I’m your host, Clarissa Castillo‑Ramsey. Today you’re getting a special behind‑the‑scenes peek at something very close to my heart: The Becoming Experience. If you’ve ever felt like life is moving way too fast, like you’re juggling all the roles and still wondering where you fit into the picture, this episode is for you. I’m joined by two incredible women, Melissa Smith and Tori Allen, who are part of this virtual retreat—and together we’re talking honestly about overwhelm, transition, and what it really means to cherish ourselves in this season of life. We’re going to touch on big themes—mind, body, and spirit—and you’ll hear real stories about motherhood, career, identity, and rewriting your next chapter… but I’m not going to give it all away here. So, if you’ve been feeling a little nudge that there’s more for you, hit play, settle in, and enjoy this intimate conversation from behind the scenes of The Becoming Experience. The retreat is happening next week. Link to register in the shownotes it’s free! Connect with Clarissa: The Becoming Experience Virtual Retreat July 13–15 A free three-day virtual experience for women who are ready to reconnect with themselves, explore what’s next, and take a meaningful step toward the life they’re becoming. Join hereFree In-person movement + meditative art session in Altadena July 14th: https://www.eventbrite.com/e/movement-meditative-art-bloom-tickets-1993093631705Instagram: https://www.instagram.com/clarissacastilloramsey.artSelf-Paced Vision Board Workshop: https://fromemployee2entrepreneur.live/visionboardSupport the show

    Behind the Scenes of The Becoming Experience: A Midlife Women’s Retreat Preview

  5. Jun 26

    The Courage To Be Seen

    What if the thing you’re holding back is the very thing that could create connection? In this episode of Painting Your Path, I reflect on a recent art fair experience that reminded me of something we often forget: visibility isn’t about seeking attention. It’s about allowing ourselves to be seen. Whether it’s a creative project, a dream you’ve been postponing, a conversation you’ve been avoiding, or a new chapter that’s quietly calling your name, growth often begins with a small act of courage. Join me as we explore the relationship between visibility and becoming, and why the next step on your path may not require certainty, just willingness. In This Episode: The surprising lesson I learned at a recent art fairThe cost of hiding The difference between seeking attention and showing up authenticallyA simple reflection to help you identify your next brave stepAfter you listen to this episode, if it resonated with you, please share it with a friend who may need a reminder that they don’t have to wait until they’re ready to begin. Connect with Clarissa: The Becoming Experience Virtual Retreat July 13–15 A free three-day virtual experience for women who are ready to reconnect with themselves, explore what’s next, and take a meaningful step toward the life they’re becoming. Join the waitlist.Instagram: https://www.instagram.com/clarissacastilloramsey.artSelf-Paced Vision Board Workshop: https://fromemployee2entrepreneur.live/visionboardSupport the show

    The Courage To Be Seen

  6. Jun 12

    What If Your Next Prescription Was Creativity?

    What if wellbeing wasn’t only about what we consume—but also about what we practice? In this solo episode of Painting Your Path™, I explore the growing movement of Social Prescribing and why activities like movement, creativity, and community are becoming recognized as powerful tools for supporting mental, emotional, and physical wellbeing. Drawing from my own experiences navigating grief, spasmodic dysphonia, and recovery after the Eaton Fire, I share why healing often requires more than thinking our way through life’s challenges. In this episode, you’ll discover: What Social Prescribing is and why it’s gaining attention worldwideThe science-backed benefits of movement for stress, anxiety, and emotional wellbeingHow creativity can support healing, self-expression, and recoveryWhy community plays a vital role in resilience and rebuilding after difficult experiencesA simple reflection question to help identify the care you may be missing right nowWhether you’re feeling stuck, overwhelmed, disconnected, or simply ready to reconnect with yourself, this episode offers a gentle reminder that healing can be found in small practices that bring us back to life. Reflection Question Instead of asking: “What’s wrong with me?” Try asking: “What matters to me?”  Connect with Clarissa: In-person event Altadena, CA: June 13th Regional Restoration Expo at The Blinn House in Pasadena. 160 N. Oakland Ave, Pasadena, CA. 10am to 5pm. I’ll be showcasing my art and other products. Free.In-person event Altadena, CA: June 17th Movement + Meditative Art at The Eaton Fire Collaborative, 540 W Woodbury Road. 3 to 4:30pm. It’s free but reservations are required.  Interested in coaching or exploring what’s next for your own journey of becoming? Connect with me hereSelf-Paced Vision Board Workshop: https://fromemployee2entrepreneur.live/visionboardInstagram: https://www.instagram.com/clarissacastilloramsey.artSupport the show

    What If Your Next Prescription Was Creativity?

  7. Jun 5

    The Mid-Year Pause: How To Find Your Way Back

    We’re halfway through the year. Maybe you’re exactly where you hoped you’d be. Or maybe life happened. In this solo episode, Clarissa shares a candid reflection on feeling a bit disconnected from parts of her work, the pull of family and community responsibilities, and what she’s learning about finding her way back without judgment or hustle. If you’ve been feeling stuck, distracted, or like you’ve drifted from the intentions you set earlier this year, this episode offers a gentle invitation to pause, reflect, and reconnect with what matters most. In this episode, you’ll discover: Why drifting isn’t the same as failingThe difference between judgment and curiosityQuestions to ask yourself during a mid-year resetHow to reconnect with forgotten intentions and creative dreams Reflection Questions: Make time to answer the questions I bring up in the episode Connect with Clarissa: In-person event Altadena, CA: June 6th ALTA Arts Fair at The Fraternal Order of Eagles #719, 455 E Woodbury Rd, Altadena, CA 91001. 11am to 5pm. Free.In-person event Altadena, CA: June 13th Regional Restoration Expo at The Blinn House in Pasadena. 160 N. Oakland Ave, Pasadena, CA. 10am to 5pm. I’ll be showcasing my art and other products. Free.In-person event Altadena, CA: June 17th Movement + Meditative Art at The Eaton Fire Collaborative, 540 W Woodbury Road. 3 to 4:30pm. It’s free but reservations are required.  Interested in coaching or exploring what’s next for your own journey of becoming? Connect with me hereSelf-Paced Vision Board Workshop: https://fromemployee2entrepreneur.live/visionboardInstagram: https://www.instagram.com/clarissacastilloramsey.artSupport the show

    The Mid-Year Pause: How To Find Your Way Back

  8. May 29

    Mid-Year Truths: What’s Actually Working

    We’re almost halfway through the year. So…how’s it going? For real. Good? Great? Not quite where you want to be yet? In this solo episode, I’m reflecting on the space between what we imagined for ourselves at the beginning of the year, and what life is actually teaching us now. This conversation is about purpose, creativity, resiliency, redirection, and learning how to listen without abandoning yourself. I also share: why I’ve been rethinking what “success” actually meanswhat’s been feeling most aligned latelythe surprising impact of leading a resiliency workshop for the SD communityIf you’ve been feeling discouraged, uncertain, creatively stuck, or quietly reassessing your direction…this episode is for you. Reflection question: What feels alive in your life right now, and what are you trying too hard to force? Thank you for being here and for continuing to walk this path with me. Connect with Clarissa: In-person event Altadena, CA: June 6th ALTA Arts Fair at The Fraternal Order of Eagles #719, 455 E Woodbury Rd, Altadena, CA 91001Instagram: https://www.instagram.com/clarissacastilloramsey.artSelf-Paced Vision Board Workshop: https://fromemployee2entrepreneur.live/visionboardSupport the show

    Mid-Year Truths: What’s Actually Working
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5
out of 5
78 Ratings

About

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.

Information

  • Creator
    Clarissa Castillo-Ramsey
  • Years Active
    2022 - 2026
  • Episodes
    213
  • Rating
    Explicit
  • Copyright
    © 2026 Painting Your Path
  • Show Website
    Painting Your Path

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