Anna Kai
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... noth...
Where to listen?
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Episodes
Solo Episode: The art of being alone at the holidays and how long does it actually take to get over a breakup 19.12.2024 59:09
Being alone (at the holidays or otherwise) doesn't mean you have to be lonely. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, date yourself, being behind, love and money, marriage advice On this week's solo episode, I discuss the choice to be alone at the holidays and why we all need to embrace aloneness, even if it complete...
Why you should go for the nerd with Brandon Berman and Harrison Forman, the creators of UpDating 16.12.2024 1:24:21
This week, I sit down with Brandon Berman and Harrison Forman, the creators of the viral live dating show, UpDating, where contestants date blindfolded in front of a live audience. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money We discuss everything from whe...
Solo Episode: You can be married to a cheater, but don't date a cheater and why some long distance relationships fail 12.12.2024 52:00
This week, I'm breaking down my thoughts on Netflix's Ashley Madison documentary and the Laci Peterson story. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, date yourself, being behind, love and money, cheating, infidelity, narcissism, self-help Tune in for my thoughts on why (some) people cheat, why I think it's okay to be...
What cancer taught Kaitlin Reagan about forgiveness 09.12.2024 1:14:56
Kaitlin Reagan knows a thing or two about letting go. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money In this week’s episode, I sit down with Kaitlin to talk about her journey as the daughter of a single mom in Brooklyn to TikTok stardom and losing her boyfri...
Solo Episode: My emotional baggage around Christmas cards and dating advice on what to do when the chemistry is there, but the sex isn't 05.12.2024 1:03:10
Emotional baggage comes in many forms and mine comes when it's time to make our Christmas card. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money This week, I discuss the culture of Christmas cards and all the reasons why smiling photos of perfect families on a...
How to laugh at death with Kelly Rizzo 02.12.2024 1:16:57
Kelly Rizzo wants us all to know that it’s okay to laugh at death. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money She’s the creator of the award-winning production company, Eat Travel Rock Productions and recently competed on Fox’s Special Forces, but Kelly...
Solo Episode: How a psychic led me to back to Zoloft 28.11.2024 47:05
Happy Thanksgiving to all my American biddies and this Thanksgiving, I'm grateful for the psychic that made me realize that I needed to go back on Zoloft. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money This week, I'm discussing all things antidepressants, me...
The power of not belonging with Ava Lee 25.11.2024 1:04:43
What’s it like to feel like an outsider your entire life? Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money On this week’s episode, we sit down with beauty and skincare influencer, Ava Lee, on life before going viral for her “jelloskin” tips and the power of re...
Solo Episode: Your struggle is your superpower and other unfiltered thoughts from my hotel room in LA 21.11.2024 49:26
On this week's solo episode, I'm coming to you, kind of live, from my hotel room in LA with a mixture of gratitude and Wellbutrin. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money We're reminding ourselves that our mental state is not always an accurate reflec...
How to be yourself in a world that wants you to be like everyone else with Cyrus Veyssi 18.11.2024 1:23:05
Beauty influencer and TV host Cyrus Veyssi wants us all to know that if a space wasn’t made for you, you can make a space for yourself. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money On this week’s episode, Cyrus discusses their experience as a non-binary ch...
Solo Episode: What to do when everything is falling apart 14.11.2024 50:35
On this week's solo episode, I discuss why sometimes, losing everything you have is the key to getting everything you want. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money If you're wondering how to keep your life together when it appears to insist on falling...
You’re not delusional with Serena Kerrigan 11.11.2024 1:27:34
The queen of confidence, Serena F*cking Kerrigan, wants us all to know that you’re not delulu (*delusional in non-TikTok speak), you just haven’t been taught how to ask for what you want. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money This week, we discuss t...
Solo Episode: The safe man is leading you into dangerous territory 07.11.2024 46:26
On this bonus solo episode, we're diving into why dating apps are the gift wrapping of men and why I'm the not-so-proud owner of no less than a dozen cheese boards. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money Tune in as I unpack the psychology about why g...
What divorce can teach you about the power of being alone and the rebirthday of Katie Maloney 04.11.2024 1:16:36
Vanderpump Rules star and entrepreneur Katie Maloney shows us why the path not taken is often the path we’re meant to take. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money On this week’s episode Katie details her life as a college dropout, her days before rea...
The blessing of getting dumped on your birthday with Lindsey Metselaar 27.10.2024 1:10:00
Lindsey Metselaar, host of the hit dating podcast, We Met At Acme, proves that getting dumped on your birthday can sometimes lead to great things. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money On this week’s episode, find out why women should listen to what...
Why you’re attracting all the wrong men and getting over your daddy issues with Violet Benson 27.10.2024 1:17:20
We’re kicking things off with Violet Benson, host of the podcast Almost Adulting and the brain behind the viral Instagram account @daddyissues_. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money On this episode, we dive into how Violet managed to break the inte...
Brutally Anna Trailer 26.10.2024 1:26
Welcome to Brutally Anna, a podcast about finding love, losing love, and all the things we think about a lot, but don’t talk about enough. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money I’m your host, Anna Kai aka maybeboth across social media, here to remin...
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