Episodes

  • Maybe I should share my Wisdom...
    Jan 16 2026

    Every maybe changes you, sometimes in ways you never expected.

    In this episode of Maybe, host Rob McLoughlin explores how to gather insight and meaning from the choices we’ve made, instead of just rushing on to the next thing.

    From redefining success to finding gentler self‑talk, this stage of the journey is about what you know now that you didn’t before you said yes or no. Rob shares questions, reflections, and tools to help you recognize your hard‑earned wisdom and turn it into a personal “maybe filter” for what’s next.

    Because you never come out of a turning point empty‑handed.

    Follow or subscribe to Maybe, and share your own lessons using #MaybeMoments.

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    5 mins
  • Maybe I should tell you My Story...
    Jan 15 2026

    Welcome to Maybe, a podcast about the power of possibility and the choices that shape our lives.

    In this episode, I turn the mic inward to explore the “maybe” that set everything in motion, a journey shaped by curiosity, creativity, and the pursuit of doing work that feels true to who we are.

    My #MaybeMoment. My story.

    From a childhood shaped by curiosity to a career defined by questioning conventions, this is a story about the freedom that comes from building something on your own terms, and how that pursuit gave rise to the Maybe podcast.

    If you’ve ever felt that quiet tug of a “maybe I could” or “maybe I should,” consider this your permission slip to listen closer. Every turning point begins as a whisper, and that’s where possibility takes shape.

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    8 mins
  • Maybe I should frame the Transformation...
    Jan 14 2026

    At some point, your “maybe” stops being hypothetical and becomes real. You wake up and think, I’m the person who did that. This episode explores what happens after the leap, how you make sense of change, align who you are with what you’ve done, and shape the story you tell about who you’re becoming.

    When your “maybe” becomes “I actually did this,” your identity has to catch up. This episode of Maybe dives into the next stage of the narrative arc: framing the transformation—not just the new job, city, or relationship, but the quieter shifts in what you believe is possible and what you’ll no longer tolerate.

    In this episode, we share prompts for naming your headline, noticing the ripples of your choice, and choosing a story that fully honors how far you’ve come. Hit play to make sense of the version of you who did the scary thing, and share your own #MaybeMoments

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    5 mins
  • Maybe I should take Action...
    Jan 9 2026

    Every maybe story has that moment, the one you can’t take back. Not when you first thought about it or made the list, but when you actually did the thing that started to change everything.

    In this episode of Maybe, host Rob McLoughlin explores stage four of the “maybe” narrative: taking action. This is the turning point, where intention turns into movement and “someday” becomes today.

    Whether that step looks like sending a resignation email, booking a flight, or simply telling someone the truth, Rob shares how to navigate the fear, uncertainty, and meaning behind doing something real.

    Because taking action isn’t a verdict, it’s an experiment. And every bold move starts with one small step.

    Follow or subscribe to Maybe, share your #MaybeMoments, and join the conversation about the choices that shape our lives.

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    6 mins
  • Maybe I should lean into the Unknown...
    Jan 4 2026

    When you’re standing in the fog of a maybe, unsure whether to say yes or no, it can feel like you’re searching for proof that doesn’t exist. In this episode of Maybe, we explore what it means to navigate uncertainty — the long, messy middle between clarity and commitment.


    Why do we crave guarantees before making big choices? How can you tell the difference between a real fact and a fear-based story? This episode offers practical tools and reflective questions to help you find enough clarity for your next step, not perfect clarity.


    If you’ve ever stayed up at 2 a.m. making plans only to second-guess them by morning, this episode is for you. Because you don’t have to see the whole road to take the next step.

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    5 mins
  • Maybe I should check the Weather...
    Dec 22 2025

    In this episode of Maybe, we explore “the emotional weather,” the swirl of feelings that arrive after you’ve named your maybe. It’s that charged space between excitement and fear, guilt and curiosity, where your nervous system wakes up to what’s really at stake. Rob reflects on how our emotions, no matter how conflicting, aren’t obstacles but data about what we care most deeply about. This stage isn’t about deciding; it’s about noticing. Because honesty with your own weather is the first form of courage.

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    6 mins
  • Maybe it starts with a Spark...
    Dec 15 2025

    What if the moment that changed your life began with a quiet “Maybe I should…” or “Maybe I could…”?

    In the episode of Maybe, host Rob McLoughlin explores the first flicker of possibility, the instant a new idea appears in your mind and refuses to leave. It’s not a plan or a leap, just a whisper that something could be different.

    Through reflection and questions to carry with you, this episode invites you to name your own “maybe” and see where it leads. Because every big yes starts with a single maybe.

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    5 mins
  • Maybe I should share the stages of a maybe moment...
    Dec 9 2025

    What if the moment that changes your life doesn’t crash in like lightning, but arrives as a whisper?

    In this episode of Maybe, host Rob McLoughlin explores the seven stages of a “maybe moment,” from the first spark of possibility to the wisdom that follows a bold choice.

    By the end, you might just see your own story differently, and notice your next “maybe” whispering in the background.

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    10 mins