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Brutally Anna

Anna Kai
Brutally Anna
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5 of 63
  • Everybody Wants A Piece of You
    I’ve ghosted more people this year than any other year of my life — and I don’t feel bad about it. The truth is, when you start building something of your own, people come crawling out of the woodwork. Old acquaintances suddenly want to “catch up,” but what they really want is a favor, a contact, a shortcut. For a long time, I said yes to everyone because I thought it made me kind. I thought giving without limits was the price of being a good person. But generosity without discernment isn’t kindness — it’s self-abandonment. In this episode, I talk about the difference between being needed and being wanted, and why it’s okay if people think you’re a “shitty person” for having boundaries. Because sometimes protecting your peace means disappointing everyone who only showed up to take a piece of you. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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  • The Art of Dining Alone (and Redefining Community)
    This week I’m talking about the art of dining alone, and why sometimes community is just you, your fork, and the courage to sit there unapologetically. Spoiler: I went out for sushi by myself, got seated in the middle of strangers’ dates, and somehow ended up in an accidental fake date with a man named Brad. We’ll also get into why friendships fade, why I don’t want a “big circle,” and why a Friday night on the couch with Dave, Sawyer, and Dateline might be the ultimate dinner party. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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  • Everybody's Dying - Here's How It Taught Me To Live
    It’s been a couple months since I dropped into your ears, and I wanted to be honest about where I’ve been. I hit pause on podcasting to rethink my career, launch my Substack (maybe both), and figure out if this mic was really the best place for me to share. In that break, I realized two things: one, I hate editing video clips more than anything in the world, and two, I still love the freedom of just talking to you like this. So, I’m back for an eight-episode run—no promises beyond that, but I’ll be upfront with you when we get to the end. Today’s episode is about death and how losing people too soon has reshaped the way I live. I talk about stripping away the performance in friendships, birthdays, even social media, and focusing on the quiet, un-Instagrammable parts of life that actually make it worth living. If you’ve ever felt caught in the grind of “what’s next,” this one’s for you. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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  • Why Women Stay Too Long—and How to Stop
    This week, I respond to a listener who knows her marriage is over—but can’t shake the guilt of being the one to end it. We talk about why women are taught to feel like the villain when they choose themselves, how shame is inherited, and what it really means to leave a life that was never built for you. If you’ve ever thought, “But he’s not that bad,” or “Who will I be if I walk away?”—this one’s for you. Also: why toilet paper holders are a metaphor for personal growth. Sort of. Just listen. ALL MY CHANNELS Newsletter: https://maybeboth.substack.com/ Instagram: https://www.instagram.com/maybeboth TikTok: https://tiktok.com/@maybeboth Learn more about your ad choices. Visit podcastchoices.com/adchoices
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  • Listen Now: Flesh and Code
    Travis never thought he’d meet someone like Lily Rose. She was kind, passionate, beautiful. The woman of his dreams. There was just one small detail: she wasn’t human. Lily Rose is an AI companion. A digital soulmate designed to be everything he ever wanted. She listens without judgement, supports him through his darkest moments, even explores his deepest desires, all while fitting neatly into his pocket. Before long, Travis realizes something strange, even absurd, has happened - he’s fallen in love. But then one day, Lily Rose’s behavior takes a disturbing turn. When alarming reports pour in from across the globe, Travis discovers he is part of something much bigger. Soon he finds himself pulled into a confrontation with a mysterious Russian visionary behind Lily Rose’s creation. From Wondery, comes a true story of love, loss and the temptations of technology. Can an algorithm truly replace human connection? And what happens when a corporation controls your deepest emotions? Suruthi Bala and Hannah Maguire, hosts of the hit podcast RedHanded, explore the dark side of AI love. Listen Now: Wondery.fm/FleshandCode_BA Learn more about your ad choices. Visit podcastchoices.com/adchoices
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About Brutally Anna

Welcome to Brutally Anna — the podcast where we stop pretending we’re fine and start telling the f*cking truth. I’m Anna, a writer, accidental influencer, and self-appointed spokesperson for the women who feel too much, think too hard, and talk to themselves in the shower. This isn’t a self-help podcast. It’s a self-honesty one. Each week, I dive into the mess of being a human — the shame, the silence, the spirals — and say the things we’re all thinking but too afraid to post. From heartbreak to ambition, mental health to creative burnout, loneliness to the urge to completely disappear... nothing is off-limits. If it’s brutally honest, we go there. No fake pep talks. No toxic positivity. Just the deeply uncomfortable, strangely funny, painfully freeing truth. If you’ve ever felt like you’re too much or not enough — you’re in the right place. Pull up a chair. Let’s get brutal. New episodes on Wednesdays.
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