Sad but kinda funny
Sad But Kinda Funny started as an unfiltered, slightly chaotic, and oddly comforting podcast where two longtime friends, Brittney and Jennifer, reunited after years apart to talk about life, depression, leaving corporate, and the messy moments in between. It was real talk with zero pretension, equal parts vulnerable and hilarious, where even the bad days could still land a good punchline.
As life tends to do, things evolve. Jennifer has stepped back from the podcast to focus on a few things currently filling her plate, and Brittney will continue the journey forward. The heart of the podcast isn’t changing, it’s still honest, real, and sometimes a little sarcastic, but the format will shift.
Moving forward, Sad But Kinda Funny will feature rotating co-hosts for a few episodes at a time, along with guests from all walks of life and different stages of their journeys. Some conversations will be light, some a little deeper, and most will land somewhere in the middle because life rarely stays in just one lane.
From awkward adulthood moments to the heavier stuff we don’t usually say out loud, Sad But Kinda Funny is still a space where honesty wins, laughter sneaks in when you least expect it, and even the sad parts might come with a sarcastic snort.
Episodes
12 episodes
Why Your 30s Feel Harder — And Why Doing Nothing Feels Like Failure
In this episode of Sad But Kinda Funny, we dig into that uncomfortable feeling of being a failure when we’re not constantly doing something, that hustle mentality... We feel like we are always producing, achieving, and checking b...
Love Languages, Valentine’s Chaos & Jenn’s Big Confession
In this episode of Sad But Kinda Funny, we dive into all things Valentine’s Day (sort of) love languages, relationships, and what connection actually looks like in real life.Naturally… we get sidetracked (because when do we not?...
This Was Supposed to Be an Interview… Then We Lost It
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...
Growing Pains, Growing People
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 t...
Season Finale: Self-Worth, Self-Love & Every “Self” You Need to Elevate 2026
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 a...
Holiday Anxiety: Surviving the Season & Resetting for the New Year
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 eve...
Escaping Corporate Trauma & Becoming Who We Really Are
🎙️ EpisodeCorporate 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....
When Your Inner Voice Turns Vicious | Sad But Kinda Funny Podcast
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 ...
Fight or Flight
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:...
Pause, What do YOU want?
Episode 3: “Pause, what do YOU want to do?” | Sad but Kinda Funny PodcastIn 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....
Did HR do that?
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).
Back to where it started - short & sweet
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 befo...