Anna Kai

Brutally Anna

Society EN ↓ 67 episodes

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...

Author

Anna Kai

Category

Society

Podcast website

maybeboth.com

Latest episode

Nov 14, 2025

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Episodes

Finding Love In A Club In Mexico feat. Lindsay Silberman 17.03.2025

This week, I'm joined by founder and self-proclaimed candle snob, Lindsay Silberman. From her ambitious beginnings as a magazine editor to pivoting into the world of social media influencing and entrepreneurship. Lindsay reflects on her career in the evolving magazine industry and how being hit by a car in 2018 gave her a new lease on life. She takes us through the highs and lows of launching her...

Solo Episode: It's Never As Bad As It Seems And Why Your Dreams Need To Change 13.03.2025

On this week's solo episode, I'd like to remind that you that for every time I thought my life was ending in my twenties, it didn't. And so, if my dramatic ass can recover from every breakup, career failure, and cringeworthy moment I've lived through, so can you. I welcome you into the chaos of my inner world because even your queen biddie can get caught up in what's next versus what is now. I rea...

Navigating Life's Unwritten Chapters feat. Loren Ridinger 10.03.2025

On this week's episode, we dive into the life of powerhouse entrepreneur and NYT bestselling author, Loren Ridinger, who shares her story of building a global business empire with Market America and Shop.com alongside her late husband, JR. The conversation explores 'Life After Rejection,' as Lauren recounts their early years, falling for JR despite his initial disinterest, and their shared vision...

Solo Episode: Breaking Up With Friends and the Power of Your Solitude 06.03.2025

It turns out I didn't need a higher dosage of my Zoloft, I just needed eight hours of sleep. Speaking to you from Florida, I'm sharing all my thoughts this week on prioritizing yourself and why taking a step back can sometimes be the only way forward. We're taking a deep dive into the awkward realm of friendship breakups, why it's important to know the difference between someone who wants to be fr...

Radhi Devlukia's Recipe for a Delicious Love Life 03.03.2025

This week, I sit down with Radhi Devlukia, a New York Times bestselling author, wellness influencer, and entrepreneur, about her journey from being a dietitian to becoming a holistic wellness advocate. Radhi delves into her upbringing in the UK, her career transition from aspiring pediatrician to dietitian following her mother’s advice, and her subsequent interest in Ayurveda. She highlights the i...

Solo Episode: Weddings, Boundaries, and the Joy of Missing Out 27.02.2025

It's a mini solo this week because I not only left a coffee curdling in my closet for four days, I'm also losing my voice. We're diving into the madness of weddings this week - from extortionate bachelorette parties to bridezilla friends and how to handle those years when you feel like you're blowing all your free time and life savings on wedding-related events. I talk about the importance of sett...

Stop Settling For a Life and Love You Don't Deserve feat. Joanne Molinaro 24.02.2025

On this week's guest episode, I'm joined by Joanne Lee Molinaro, aka The Korean Vegan, who reveals her journey from courtroom drama to cooking fame. With nearly 5 million followers, she's not just whipping up vegan delights but also running marathons, publishing NYT bestsellers and winning awards (ahem, hello James Beard). Joanne gets real about growing up as a child of North Korean immigrants in...

Solo Episode: Your Comfort Zone Is Crippling You 20.02.2025

We lost power for 40 hours in 18 degree weather! On this week's solo episode, I muse on how losing power reinforced the fact that I will never like camping and why my version of being "outdoorsy" involves a screened-in porch and a temperature controlled room nearby. We dive into why your comfort zone is killing your potential, and why you shouldn't settle for what's familiar just because the unfam...

The art of taking life less seriously feat. Hayden Cohen 17.02.2025

Our favorite influencer who makes us all feel better about sh*tting on influencers, Hayden Cohen (aka @hayderz), shares his journey on this week’s episode from handling social media for brands to becoming a social media sensation himself. Since 2020, Hayden has been known for his humorous and all-too-accurate impersonations of influencers, reminding us that it pays to take life a little less serio...

Solo Episode: Embracing life's dualities and what you don't know about friendships 13.02.2025

In this week's solo episode of 'Brutally Anna,' I'm spilling the tea (or at least, half spilling the tea) on the highs of strutting at Fashion Week to the lows of some unexpected personal drama. We're DIY-ing over in our house as I talk about everything I learned from teaching myself how to replace light fixtures and why you're probably more capable than you're giving yourself credit for. I dive i...

Love lessons and life hazards: Joey Zauzig on surviving and thriving 10.02.2025

On this week's episode, I sit down with influencer and reality TV star Joey Zauzig, about navigating life’s toughest challenges and why sometimes, a six-pack is the best cure for heartbreak. Joey shares his journey from growing up in Fairfax, Virginia, to coming out in high school, facing and leaving an abusive relationship, and eventually establishing a successful career as an influencer and dati...

Solo Episode: Date yourself first and other lessons in independence 06.02.2025

In this week's solo episode, I dive into the fundamental difference between wanting a man rather than feeling like you need one. From my early misconceptions about needing a man to teach me how to handle personal finances to being forced to learn how to handle my own sh*t, I outline the ways in which confidence is an active practice and not something you need to be born with. I answer your voicema...

When he wants to chase you, but he doesn’t want to be with you feat. Aurora Culpo 03.02.2025

We’re joined by lifestyle influencer and podcast host, Aurora Culpo, this week as she discusses navigating her divorce and how she learned that you really can’t change a man, no matter how many hall passes you give him or how much you spend on lingerie. As always, we love a no-filter, brutally honest woman, and Aurora shows us that there is life after divorce and heartbreak, and there is freedom i...

Solo Episode: Sometimes you were meant to fail so you could succeed elsewhere 30.01.2025

On this week's solo episode, I'm diving into exposure therapy, how I got over my deep fear of flying, and why I'll always be an aisle seat biddie over a window seat biddie. I overshare about my EDM club days as an NYU college student, what the Avicii documentary can teach us all about why you're not untalented, you're just not in a space that appreciates your talent, and the endless saga to pick a...

Mel Robbins teaches us how to let go and feel worthy of the life and love we want 27.01.2025

Podcast legend Mel Robbins joins me this week to discuss how to let go, let it be, and why her new book, “The Let Them Theory” will change your life. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, date yourself, being behind, love and money, marriage advice A multiple New York Times bestseller, in-demand public speaker, and...

Solo Episode: Why you should show up, even if you don't show up pretty 23.01.2025

This week, it's the mini(est) of all solo episodes as we move into our forever home. I break down why it's important to show up, even when you're tired and feeling oogly moogly, and why we should all place a little less importance of milestone birthdays and start giving ourselves more milestone moments, regardless of what age we are. I'll be back next Thursday with a full solo episode where I answ...

Why you should stop thinking and start doing with Mathilde Thomas, co-founder of Caudalie 20.01.2025

If there's anything Mathilde Thomas' life can teach is, it's that we don't need to be ready in order to start. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, date yourself, love and money, marriage advice The co-founder of the viral French skincare brand, Caudalie, Mathilde joins me in the studio to discuss how she met her h...

Solo Episode: The LA Fires, my most humbling moment, and how to deal with friend breakups 16.01.2025

This week, I'm discussing the LA fires, the devastation of losing your home and why insurance doesn't cover the most important parts of what made a house our home. And, since I'm just freezing in sub-zero Connecticut temperatures rather than experiencing the hellfire in LA, I decide my pride is fair game to take shots at in a feeble attempt to make you all chuckle a little by divulging way too muc...

Tough times are temporary and the power of female friendships with Taryn Delanie Smith 13.01.2025

Former Miss New York, social media star and TV host Taryn Delanie Smith’s life could’ve gone in a very different direction if it wasn’t for the power of her single mother and the community of women who raised her. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, date yourself, being behind, love and money, marriage advice On t...

Solo Episode: When he loves you, but can't be with you, and why you should gaslight yourself 09.01.2025

Don't do as Bernie Madoff did (ie. commit history's largest Ponzi scheme), but you can learn from why he was able to do what he did. This week, I'm discussing why sometimes, gaslighting yourself into believing you're capable of something well before you actually do it can be a self-fulfilling prophecy that snowballs into others believing in you, too. If you've ever written yourself off, tune into...

Why you should get a prenup and how to be the main character feat. Vivian Tu aka YourRichBFF 06.01.2025

We're joined this week with Vivian Tu as she doles out the advice we all need to hear on how to stop settling for less than what you deserve whether that's at work or in your love life. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, date yourself, being behind, love and money, prenups, marriage advice Vivian's story shows us...

Solo Episode: When your year-in-review didn't live up to your expectations and my mantra for 2025 02.01.2025

Happy New Year to all my biddies! This week, I'm breaking down how to appreciate your year-in-review, even if nothing profound or life-changing happened in 2024, and why you probably made more progress than you think you did. We're discussing how to handle those *weird* feelings you get when it feels like everyone around you cured cancer and went to the moon and you, on the other hand, managed to...

Date them until you hate them and why love isn’t enough with matchmaker Aleeza Ben Shalmon, the star of Netflix’s Jewish Matchmaking 30.12.2024

If it’s not love at first sight…try again. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money With decades of professional matchmaking wisdom, Netflix-star Aleeza Ben Shalom sits down and answers my questions on whether soulmates exist, why it doesn’t have to be...

Solo Episode: Luigi Mangione and why women fall in love with prisoners 26.12.2024

On this week's solo episode, I'm breaking down my thoughts on our collective obsession with Luigi Mangione, the psychology behind why women fall in love with prisoners and how those theories apply to why you just can't seem to quit your situationship. I'm bringing it back to the only class I'll really ever remember from my days at NYU, the relativity of morality, and whether all is fair in love an...

How to stop being depressed and signs you’re dating a narcissist with Dr. Jaime Zuckerman 23.12.2024

What’s the difference between a narcissistic person and a selfish person? 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 joined by Dr. Jaime Zuckerman, a licensed clinical psychologist and narcissistic abuse expert to discuss all the ways we c...

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