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Maybe This Matters

Maybe This Matters

Geraldo Braithwaite

Maybe This Matters is a podcast about growth, identity, healing, and the stories that shape us. Through honest conversations with creators, thinkers, and everyday people, we explore what truly matters in life and the moments that change us. Because maybe hearing someone else’s story can remind you that yours matters too.

29 - You Have No Idea How Good It Gets | Madi Webb
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  • 29 - You Have No Idea How Good It Gets | Madi Webb

    In this episode of Maybe This Matters, Madi joins Geraldo Braithwaite for an honest conversation about the dark side of social media, her experience in a content house, and learning to trust herself through uncomfortable choices.

    She explains why she’s “obsessed with failure,” what it means to “make the iconic choice,” and why she believes growth requires getting uncomfortable. We also explore the letters she writes to her younger self and what it feels like to look back with a perspective she couldn’t have had then.

    For anyone afraid to fail, questioning their next move, or struggling to imagine things getting better, this conversation offers a reason to keep going.

    What would you tell your younger self today?

    Maybe This Matters.
    Because maybe it does.

    Thu, 29 Oct 2026 - 55min
  • 28 - The Night Everything Changed | Cain Kerner

    Some moments change your life. Others leave you wondering why you're still here.

    For Cain Kerner, there was a night when the weight of everything he had been carrying became too much. A night when he attempted to take his own life. And in the middle of that darkness, something happened that, to this day, he still cannot explain.

    A Bible that had been sitting on his dresser somehow ended up beside him. He has no recollection of moving it.

    Was it God? Was it coincidence? Cain doesn't pretend to know the answer.

    But this conversation is about so much more than that night.

    Because sometimes the battles we fight as adults began long before we had the words to describe them.

    In this deeply personal conversation, Cain and I explore childhood abandonment, the lasting effects of trauma, mental health, sexual immorality, faith, emotional intelligence, and the complicated relationship between who we are, what we've experienced, and who we're trying to become.

    Cain opens up about his suicide attempt, his experience inside a mental health facility, and the difficult realities of confronting the things we carry but rarely speak about.

    We talk about the wounds that follow us into adulthood, the ways we search for belonging, the importance of understanding our emotions, and what it means to find faith when life has given you every reason to question it.

    This isn't simply a conversation about surviving your darkest moment.

    It's about everything that came before it, everything that followed, and the possibility that our stories are still being written, even when we believe they've reached their end.

    Because maybe it does.

    Content Advisory: This episode contains sensitive conversations about suicide, mental health, and childhood trauma. Viewer discretion is advised.

    If you or someone you know is struggling or experiencing suicidal thoughts, call or text 988 in the United States for free, confidential support.


    Thu, 22 Oct 2026 - 1h 49min
  • 27 - A Love That Heals | Bri & Lo

    There is something beautiful about finding a person you can love deeply and tell absolutely everything to. Someone who makes an ordinary evening feel like the place you’ve spent your whole life trying to get to. Someone whose presence gives you room to exhale. 🤍

    Bri & Lo join Geraldo on Maybe This Matters for “A Love That Heals,” a conversation about love, friendship, and the beauty of feeling at home with another person.

    At the heart of this episode is a question: What becomes possible when we feel safe enough to be fully ourselves?

    To be known beyond the easy parts. To have our smallest joys celebrated. To make room for growth, tenderness, and laughter along the way. To look at the person beside us and realize that the love of our life is also our best friend.

    For anyone learning what love can look like, what they need within it, or what they hope to build with someone, there is room for you in this conversation.

    Welcome to Maybe This Matters.
    Because maybe it does.

    Thu, 15 Oct 2026 - 1h 09min
  • 26 - The Girl Who Got Me Here | Cara Leigh Clinton

    What happens when you start wanting more for yourself than the life you were taught to accept?

    In Episode 26 of Maybe This Matters, I sit down with Cara Leigh Clinton for a conversation about breaking patterns, questioning inherited expectations, and giving ourselves permission to build a life that feels like our own.

    We talk about parenthood, love, divorce, and mental health. About the relationships that shape us, the expectations we carry from our families, and what it means to want something different without having every step figured out.

    Cara also shares her transition from Christianity to spirituality, making space for a conversation about faith, changing beliefs, and the questions that come with understanding what you believe for yourself. We explore her social media family, the community she has built online, and the connection that can grow when people feel seen in one another’s stories.

    Through it all is a question so many of us are learning to answer: What do I want to carry forward, and what am I ready to change?

    Subscribe to Maybe This Matters and share this conversation with someone growing into a new chapter.

    Follow along on Instagram: @maybethismatterspod

    Because maybe it does.

    Thu, 08 Oct 2026 - 1h 25min
  • 25 - Becoming the Love We Never Saw | Haley and MonDarius Black

    What happens when the kind of love you want to build is different from the love you grew up seeing?

    Haley and MonDarius Black sit down with me for an honest conversation about love, marriage, partnership, and what it means to intentionally create something you may not have had a blueprint for.

    We talk about learning each other, choosing each other through different seasons, communication, growth, grief expectations, parenting, and the work that comes with building a relationship that feels safe, healthy, and uniquely yours.

    Because sometimes love is not about recreating what you saw growing up. Sometimes it is about having the courage to become the example you wish you had.

    Maybe This Matters with Haley and MonDarius Black.

    Thu, 01 Oct 2026 - 1h 30min
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