Side Quest
di Jennifer & KellieStagione 1

In honor of Father’s Day, we’re opening The Father Figure Files, a chaotic, funny, and unexpectedly heartfelt deep dive into dads in all their forms. From biological dads to bonus dads, stepdads, grandpas, coaches, and every “dad energy” human who showed up when it mattered, we’re talking about the legends, the mysteries, and the men who taught us everything from life lessons… to questionable DIY solutions involving duct tape. We’re sharing dad stories, iconic dad logic, and the universal experience of being raised by someone who refuses to read instructions. Expect dad jokes, emotional whiplash, and a lot of love for the people who shaped us, even when they were emotionally unavailable but very committed to grilling. This one is equal parts laughter and appreciation, because fatherhood isn’t one thing, it’s a whole file system of chaos, effort, and showing up in your own weird way. Happy Father’s Day to the dads, the bonus dads, the stepdads, the grandpas, the coaches, and every father figure who did their best… even if their best involved zip ties and confident guessing. We asked AI to tell us who we are and then spent an entire episode unpacking the results. From eerily accurate observations to existential rabbit holes, we're discussing what our chatbots got right, what they got wrong, and why getting psychoanalyzed by a computer is way more unsettling than it should be. No therapists were harmed in the making of this episode—just our egos. 🤖💀😂 This week, we're pulling back the curtain and sharing a little more of who we are. From memories that shaped us to the realities of life today, we reflect on where we've been, where we're going, and the lessons we're still learning along the way. Too Young to Feel This Old
This week on Side Quest, Jenn and Kellie dive into body image, burnout, anxiety, aging, and the weird emotional rollercoaster of trying to function like a normal adult. It’s honest, chaotic, relatable, and somehow still funny.No outline. No structure. Barely a single completed thought. This week, Jenn and Kellie are fully embracing the chaos as they bounce from bad dates to public adventures, random life updates, mom commentary, side quests, and whatever else crashes into the conversation. It’s basically a long-form bitch sesh with microphones — and honestly? That’s the vibe. If you’ve ever started a conversation and somehow ended up twenty topics away from where you began, this episode is for you. Grab a drink, get comfortable, and come spiral with us. Also: we want to hear from YOU. Send us your stories, your questions, your drama, or topics you want us to dive into on future episodes. Nothing is off limits here. For Mental Health Month, we’re diving headfirst into the chaos living inside our brains. We talk anxiety, burnout, intrusive thoughts, coping mechanisms, emotional avoidance, and the fine art of laughing through the pain. It’s honest, messy, comforting, and just self-aware enough to count as growth. 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.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.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.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.