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Brutally Anna

Anna Kai
Brutally Anna
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5 of 57
  • Life’s Too Short to Be Uncomfortable, Emotionally or In a Thong
    Let’s talk about thongs, grief, people-pleasing, and the radical act of not going to the damn party. In this episode, I unravel why I stopped molding myself into someone else’s ideal — whether it was for a man, a friend, or an aesthetic. I also talk about loss, what a photographer taught me about timing, and why your “no” doesn’t need an excuse (or a follow-up text). If you’ve ever contorted yourself to be chosen, approved of, or invited — this one's for you. Also, RIP to the thong I wore once in 2014. ALL MY CHANNELS Newsletter: https://brutalbanter.beehiiv.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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  • Stop Begging to Be Chosen And Go Where You’re Wanted
    This week, I’m talking about what it feels like to be unwanted—by men, by friendships, by jobs, by the popular girls with the trendy names who never wanted to sit with you at lunch. I share what growing up as the daughter of Chinese immigrants taught me about invisibility, advocacy, and watching my mom try to return a pot to Kmart in broken English while I stood there, 7 years old, already learning what it means to feel small. I talk about how I’ve slowly learned that just because someone doesn’t want you doesn’t mean you’re unworthy. It might just mean they’re not the right person, not the right door, not the right moment. I also get into rat metaphors, George Eliot, and why sometimes the bravest thing you can do is stop running and let what’s meant for you catch up. If you’ve ever felt like you had to shrink to be chosen—this one’s for you. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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  • My Best Friend Paid For Her Own Engagement Ring
    She’s 32, never had a boyfriend, and just dropped thousands to fund her own proposal — hotel, flowers, the ring he gave her. Meanwhile, he’s out here liking thirst traps and asking her for money for designer watches. In this episode, I unpack the heartbreak of watching someone you love choose delusion over dignity — and why trying to save them might actually be a way of avoiding your own sh*t. Also in this episode: • The difference between generosity and desperation (and how thin the line can be) • The ex-boyfriend I tried to impress with an espresso machine I couldn’t afford • Why today — some random Tuesday in June — might be your new beginning • The illusion of arrival — what happens after you get the life you begged for This is Brutally Anna 2.0 — where it's us just now, and nothing's off limits. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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  • Never Take Life Too Seriously feat. Nicole Pellegrino
    On this week's episode, former director of Betches Media turned content creator Nicole Pellegrino shares her journey as we delve into her candid and often humorous takes on marriage, millennial life, and her rescue doLouie. She opens up about the impact of her mom's passing, her parents' divorce, and why she strives never to take life too seriously, because, in her words, "we're all just floating on this rock." Follow Anna: https://www.instagram.com/maybeboth/ https://www.tiktok.com/@maybeboth https://www.youtube.com/@maybeboth Follow Nicole: https://www.instagram.com/nicolepellegrin0 https://www.tiktok.com/@nicolepellegrin0 Learn more about your ad choices. Visit podcastchoices.com/adchoices
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  • Kristina Zias Isn't Afraid To Ask For Help
    Fashion and beauty influencer, Kristina Zias, dives into her 13-year journey from being called 'cringe' to becoming a body positivity queen featured on The Drew Barrymore Show and People Magazine. We discuss juggling motherhood, cross-country move, and running her own business and why her delusional confidence has led her to achieving (and running!) races and experiences she never thought she once could. Follow Anna: https://www.instagram.com/maybeboth/ https://www.tiktok.com/@maybeboth https://www.youtube.com/@maybeboth Follow Kristina https://www.instagram.com/kristinazias/ https://www.tiktok.com/@kristinazias 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 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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