Side Quest
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Side Quest episodes

  • Mother's Day... But make it real

    Mother’s Day isn’t one-size-fits-all—and honestly, it never was.

    This isn’t the flowers-and-brunch version. This is for the moms who are exhausted, the ones who feel like they’re getting it wrong, and the ones who show up anyway. It’s for the people who had to grow up too fast, who are still healing, or who carry the weight of “being the strong one.”

    We’re talking about the invisible load, the complicated relationships, the guilt, the pride, and everything in between.

    Whether you’re celebrating, struggling, or somewhere in the middle—this one’s for you.

    46 min
  • The Betrayal No One Prepares You For

    Your body is supposed to protect you… so what happens when it turns on you?

    In this episode of Side Quest, we get real about the quiet, confusing, and often invisible ways our bodies can betray us. From chronic illness and pain to mental health and burnout, we’re talking about what it feels like when the one thing you’re supposed to trust suddenly feels like the enemy.

    This isn’t a pity party—it’s honesty, frustration, dark humor, and figuring out how to keep showing up anyway.

    If you’ve ever felt like your body isn’t on your team… this one’s for you.

    44 min
  • Parenting Without the Rulebook

    This episode was inspired by a listener who reached out with honest questions about becoming a parent—how to bond with his pregnant partner, how to connect with his baby, and how to know if he’s doing things “right.”

    It opened the door to a bigger conversation about the pressure parents face from family, social media, and the endless opinions about what parenting should look like.

    In this episode, we talk about trusting your instincts, letting go of perfection, and learning that being a good parent isn’t about having all the answers—it’s about showing up with love.

    Because at the end of the day, there’s no perfect way to parent—only the way that works for your family.

    45 min
  • A Little Help and a Lot of Chaos

    In this episode, we’re talking about the hidden resources and support programs that many people don’t even realize are available—from medication assistance to childcare help and beyond. We also recap the chaos of a bizarre shopping trip, share stories from our recent event, and wrap things up with the funny moments that kept us laughing through it all. It’s a little bit helpful, a little bit chaotic, and completely real life.

    46 min
  • Wait-Why am I the responsible one?

    At some point, it happens… the roles flip.

    In this episode, we’re talking about that wild, emotional, and sometimes hilarious moment when you realize—you’re now parenting your parents. From managing appointments and medications to having those uncomfortable conversations, we’re navigating what it looks like to suddenly be the “responsible one.”

    Through laughter, real talk, and a little bit of chaos (because obviously), we dive into the challenges, the guilt, the love, and the absurdity of it all.

    Because no one really prepares you for this part of life… but here we are.

    Put on your rose-colored glasses—this side quest gets real.

    46 min
  • Book The Damn Flight

    Sometimes your brain is loud… and wrong.

    This week, we’re talking about what it really means to live—not just exist. The trips you talk yourself out of, the risks you overthink, and the moments you almost missed because fear got too loud.

    We get into:

    • Why your brain loves to ruin perfectly good opportunities
    • The difference between fear and intuition
    • Taking the trip (literally and metaphorically)
    • What happens when you stop waiting for the “right time”

    If you’ve been sitting on something… this might be your sign.

    53 min
  • From Besties to Boundaries

    This week, we’re getting real about friendships — the good, the messy, and the ones that quietly fall apart.

    From ride-or-die besties to setting hard boundaries, we’re talking about how friendships evolve over time… and why not all of them are meant to last.

    We break down:

    🚩 The red flags we ignored

    🟢 The green flags we didn’t appreciate enough

    💀 The moments we should’ve known better

    Plus, we share some of our own stories — the friendships that shaped us, the ones that drained us, and the ones we had to walk away from.

    Because sometimes growing means outgrowing people… and that’s okay.

    Welcome to your friendship reality check.

    57 min
  • Sorry, Not Sorry: Intrusive Thoughts Incoming

    Kellie and Jenn ask themselves, why are we like this? Unapologetically we approach those many moments in life where you're asking yourself this same question. We are never short on intrusive thoughts, so join on us on the ride! As always, raw and unscripted!

    44 min
  • We Said What We Said

    Kellie and Jenn discuss hills we are willing to die on and realize we have a lot of differing opinions. We openly debate some common quips in life and enjoy banter from both sides. We always venture off track and have plenty of stories to share as well today!

    44 min
  • Off The Rails

    Kellie and Jenn take a detour and decide to shoot the shit today. We talk about any and everything that comes to mind in this episode. We are unhinged, off script, and just enjoying each others company.

    55 min

About Side Quest

From the publisher's feed

Welcome to Side Quest, the podcast where the conversations are real, the tangents are legendary, and adulthood is mostly improv.

We're Jenn and Kellie, two Gen X besties talking mental…