• Paige Dempsey on Dating with Intention and Becoming an SMBC
    Dec 1 2025

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    In today’s powerful, feel-good episode, we sit down with Paige Dempsey—SMBC mama, dating coach, and a woman who’s redefining what it means to build a life on your own terms. After conceiving her daughter in her 40s, Paige opens up about choosing single motherhood, embracing the unexpected, and stepping boldly into a new season with confidence and clarity.

    She also shares her best tips for dating with intention, staying open to possibility, and finding meaningful connection beyond the usual swipe-based apps. If you’ve been craving fresh dating inspiration, permission to trust your own journey, or a reminder that love and family come in many forms, this episode is for you.

    Honest, uplifting, and packed with practical insight—this conversation will leave you feeling empowered, encouraged, and excited about what’s possible.

    To learn more about Paige Dempsey:

    Threads: Dating & Relationship Coach

    Instagram: @datingcoachpaige

    Website: Paige Dempsey Coaching

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    58 mins
  • Signature Donors with Victoria Crowe
    Nov 24 2025

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    In this episode, we sit down with Victoria Crowe, founder of Signature Donors, a premier Manhattan-based agency dedicated to helping families grow through egg donation. Victoria shares how Signature Donors brings a deeply personal, hands-on approach to every match — supporting intended parents and donors through one of the most meaningful and emotional journeys they’ll ever take.

    We talk about what goes into finding the right donor, why personalization matters so much in this process, and how Signature Donors works to make each family’s experience feel thoughtful, supported, and truly individual. Whether you're exploring egg donation for the first time or simply curious about how the process works behind the scenes, this conversation offers real insight and heart.

    Learn more about Signature Donors at:
    Website: https://www.signaturedonors.com/
    Instagram: @signaturedonors


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    47 mins
  • Chillin’ for the Future: Andrea’s Frozen Hope
    Nov 17 2025

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    Meet Andrea — a woman who proves that when life doesn’t go according to plan, you can still create something even better. From fertility hurdles to solo motherhood wins, Andrea’s living her dream — with her mini brunch partner by her side. ☕💫

    In this episode, she opens up about trusting her instincts, navigating infertility, and leaning on the incredible village that helped her along the way — from her biggest cheerleader (hi, Mom!) to her local SMC community and dibling families. Andrea’s story is equal parts heart, humor, and inspiration — a beautiful reminder that motherhood on your own terms can be pure magic.

    Follow along with Andrea’s journey on Instagram at @MamaOnMyTerms to see the amazing life she’s built with her daughter. 💕


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    53 mins
  • The Heart of a Giver: Amanda’s Journey
    Nov 10 2025

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    This week, we’re chatting with Amanda Bolan, a woman who somehow manages to juggle big life changes, motherhood, and a little bit of chaos — all with a smile. From unexpected turns to heart-led decisions, Amanda’s story is full of love, laughter, and those wild moments that make life beautifully unpredictable.

    🎧 Tune in for an honest and uplifting conversation about choosing chaos, finding joy in the curveballs, and saying “yes” to the life you were meant to live.

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    1 hr and 11 mins
  • Choice Mom Coach, Reema Kiran
    Nov 3 2025

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    Today on Choosing Chaos, I’m chatting with Reema, also known as The Choice Mom Coach. Reema is a certified coach who helps women bring ease, confidence, and clarity to the Single Mother by Choice journey.

    Drawing on both personal and professional experience, Reema empowers women to navigate the emotional highs and lows of this path, helping them approach motherhood with confidence, clarity, and meaningful support.

    If you’re considering single motherhood, feeling hesitant, or simply curious about what this journey really looks like, Reema shares practical guidance and heartfelt insights to help you move past fear and self-doubt — and embrace the incredible gift that awaits on the other side.

    Instagram: Choice Mom Coach

    Website: Choice Mom Coach


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    52 mins
  • Flip the Script: Interview with Host Kristen Caples
    Oct 27 2025

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    You hear my voice every week on Choosing Chaos, but today we’re doing something a little different. So many of you have asked to know more about me — the person behind the mic — and this episode is my chance to share a bit of my story.

    I’ve invited the amazing Kristen Caples to take over as host for a special “flip the script” episode where she asks me the questions. We’re diving into my decision to become a solo mother, the realities of a village that sometimes falls short, and the milestones that have defined this first year.

    It’s honest, a little vulnerable, and just a glimpse into the chaos that’s shaped who I am — and why this podcast exists.


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    50 mins
  • Chosen Path, Shared Roots with Erika
    Oct 20 2025

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    In this episode of Choosing Chaos, Erika shares her journey as a single mom by choice — from multiple rounds of IUI to fun “sperm donor parties.” She opens up about the challenges and joys of solo motherhood, meaningful dibling relationships, and how parenting during COVID gave her precious time with Hadley that she wouldn’t have had otherwise. A story about the importance of donor connections and discovering the beauty of raising a daughter in a world of uncertainty.

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    51 mins
  • Moonlight Nurturer with Amanda Dorn
    Oct 13 2025

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    Parenthood is full of sleepless nights, constant learning curves, and moments where the right support can change everything. In this episode of Choosing Chaos, newborn care specialist Amanda Dolan, founder of Moonlight Nurturer, joins us to share her perspective on helping families thrive during the newborn stage.

    Amanda talks about finding balance in the chaos, setting realistic expectations, and giving yourself grace as a new parent. We also dive into the unique role newborn care specialists play in building a strong support system—and why asking for help is one of the bravest things a parent can do.

    If you’ve ever wondered how to create a village that truly supports you and your baby, this conversation will leave you feeling reassured and inspired.

    For more newborn care tips, follow Amanda at the following:

    Moonlight Nurturer

    @moonlightnurturer

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    54 mins