Sad But Kinda Funny is the unfiltered, slightly chaotic, and oddly comforting podcast where two longtime friends, Brittney and Jennifer, reunite after years apart to talk about life, depression, quitting corporate, and the messiness in between. It’s real talk with zero pretension; equal parts vulnerable and hilarious, where bad days can still have good punchlines.
From awkward adulthood moments to the heavier stuff we don’t usually say out loud, Brittney and Jennifer prove that even in the sad parts, there’s room for a laugh… or at least a sarcastic snort.
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Brittney and Jenn explore the complexities of Valentine's Day, from gift expectations to differing love languages. Jenn shares a major personal confession about her recent divorce and the bizarre baby doll gift she received. The conversation then spirals into discussions on technology like Tesla robots and Meta glasses, the importance of authenticity in content creation, and real-life stories about setting boundaries in post-separation relationships and modern dating.
Send a text This episode was supposed to be an interview. It didn’t stay that way. What started as Brittney attempting to “host” quickly turned into a full-blown, unfiltered rant between Brittney and Jenn about the things we love, the things we absolutely cannot stand, and why big corporations and greedy systems hit a nerve way deeper than most people realize. From everyday frustrations to full-body rage about corporate greed, this conversation spirals into exactly what Sad But Kinda Funny does ...
Send a text Season 2 starts with a truth we don’t talk about enough: growth changes relationships . In this episode, we unpack what it looks like to grow with friends, grow away from friends, and sometimes find your way back to each other and how that doesn’t just apply to friendships, but family too. Growth isn’t always clean or comfortable. Sometimes it’s quiet distance. Sometimes it’s reconnection. Sometimes it’s realizing love can exist without proximity. This episode is about evolution, bou...
Send a text We’re closing out 2025 the only way we know how — honest, reflective, and a little emotional (but kinda funny). In this Season 1 finale of Sad But Kinda Funny , we dive deep into all the selves that actually matter: Self-worth (and why we’ve been underpricing ourselves) Self-love (the real kind, not the Instagram version) Self-awareness (the uncomfortable but necessary kind) And the self you’re becoming in 2026 This episode is about releasing what drained us in 2025, owning who we ar...
Send a text The holidays are supposed to be cheerful… right? 👀✨ In Episode 6, we’re talking holiday anxiety, emotional burnout, people-pleasing pressure, family expectations, and the mental load that December loves to dump on us. If you’ve ever felt overwhelmed this time of year, trust us—you are FAR from alone. We’re unpacking: ✨ why the holidays trigger anxiety ✨ setting realistic boundaries with family ✨ how to make space for YOUR needs ✨ avoiding burnout before January ✨ preparing mentally ...
Send a text 🎙️ Episode Corporate didn’t just give us experience — it gave us trauma we had to unlearn. 😅 This episode dives into the messy, hilarious, painful, and empowering reality of leaving the corporate machine and building something of our own. We talk about: ✨ The corporate behaviors we still subconsciously carry ✨ Emotional residue + how it surfaces ✨ Bullies in the workplace — yep, we go there ✨ Running our business now… but refusing to replicate corporate culture ✨ The freedom + the ...
Send a text This week on Sad But Kinda Funny , we’re getting brutally honest… again. We talk about how sometimes we’re all a little bit of an asshole, as kids, teens, adults, and even now. Not intentionally. Not maliciously. Just… human. And how looking back at those moments helps us understand who we are today. Then we get into the inner voice, that loud, bossy, mean one that tries to tell you who you are and who you can’t be. The one that loves to sabotage you at the worst possible moments. We...
Send a text Jenn is back, and this week she tells the truth no one talks about: what happens AFTER you leave corporate. No highlight reels, no girl-boss energy — just the honest, messy, spiritual, mental, and emotional side of starting over. We talk: • The “fight or flight” moment that changed everything • Why leaving corporate is only the beginning of the breakdown • Navigating identity loss, silence, ego, and growth • The internal war between “good” and “evil” — and which one wins • How healin...
Send a text Episode 3: “Pause, what do YOU want to do?” | Sad but Kinda Funny Podcast In this raw and unfiltered episode, Jenn and Brittney open up about how their families, upbringing, and personal growth have shaped the people they are today. From breaking toxic cycles to unlearning generational habits, the duo explores what it means to redefine yourself, even when that means grieving old versions of relationships for the sake of your own peace and progress. This episode is a rollercoaster of ...
Send a text Welcome to Sad But Kinda Funny , the podcast where real life meets raw humor . Hosted by Jenn and Brittney , two best friends who’ve survived chaos, corporate burnout, and a few emotional breakdowns (with laughs in between). In this episode, Brittney shares a personal story about how HR was not a resource and became the bully in her journey. They share the fear, the freedom, and the faith it took to chase something real. Jenn, a creative powerhouse with a lifetime achievement in turn...
Send a text In our very FIRST episode of Sad but Kinda Funny , we (Brittney and Jennifer) share the story of how we first met, how life pulled us apart, and how we found our way back to each other years later. This is our reintroduction before diving into the deeper, messier, and sometimes hilarious waters of life, burnout, and everything in between. We kept this one short & sweet(ish) but it is game on moving forward.... Thank you for starting this journey with us, we can’t wait to keep exp...
