Brutally Anna

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 reinventing yourself. Ava dishes on growing up in Shanghai and her first time in America as a college student at Notre Dame. We unpack the nuances of the Asian-American experience, assimilation, and how sometimes, we have to be who we are not in order to discover who we are.

Ava and I detail our early days in social media and how we got over the cringe of being “that girl who thinks she’s an influencer”, how serving sizes are a uniquely American concept, and how she healed herself by going back to her eastern gastronomic roots. For all the biddies who believe in second chances, tune in to find out why it was not love at first sight for Ava and her husband Ben, and who her favorite ex was.

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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 reflection of what the reality is around us, and that having sad moments doesn't make us sad people, it just makes us people. For those of you who find yourselves in struggle city this time of year, tune in for my advice on how to light the fire under you to get yourself going when you're in a rut, and what to do when you're tired of dating, but not tired of hoping to find love. I answer your voicemails about how to stop being fetishized as an Asian-American woman on dates, and how to cope with your ex moving on and getting engaged to someone else.

Leave me a voicemail: speakpipe.com/brutallyannapodcast

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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 child of immigrants in suburban Boston, why it’s important to understand the difference between someone’s intent versus their impact, and how they use beauty as an act of forgiveness to themselves.

We discuss queer dating, why Cyrus prefers to set up straight men and women, and their opinions for how couples should approach money in relationships. If you’ve ever felt limited by the social constructs of gender, sexuality, and identity, this episode is here to remind you that the only right identity is the one that frees you instead of limits you.

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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 apart, tune into this episode as we chat about how your "all is lost" moment is not your demise, but your redemption. I dive into the "all is lost" moment in my life that led me to my TikTok career, and why everyone should learn to dine alone. I answer your voicemails on how to determine what a man's intentions are on a date, when you should or shouldn't meet his parents, and how to move on from a man who fell out of love with you.

Leave me a voicemail at https://www.speakpipe.com/brutallyannapodcast for me to answer on upcoming episodes.

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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 the importance of listening to your intuition, why Serena believes that we need to emphasize the importance of a woman being confident over a woman being palatable, and why she would never go back to an ex (spoiler: it’s like trying to un-spoil spoiled milk). Using her life as her muse, Serena reminds us all that no one knows what they’re doing, but that the ones who are successful are the ones who dare to try.

My conversation with Serena sheds light on how the scarcity mentality implemented by the patriarchy forces women to settle and why you should never be confused in relationships. For anyone who has ever felt like they’ve taken the wrong turn in life, this week’s episode shows us all that sometimes, the wrong turn can lead you to the right destination in the end.

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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 gift wrapping influences how much we like the gift itself, how it relates to dating, as well as why sometimes, the safe choice and the safe man isn't actually safe at all. I answer a listener's question about how to handle dealing with the fallout of choosing the wrong man when she was choosing between two men and why we should all look for the squatty potty of a man versus the cheeseboard of a man.

You can now leave me voicemails to answer on future episodes here: https://www.speakpipe.com/brutallyannapodcast

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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 reality TV and VPR, and how she decided that she could only find her best life if she found the courage to end her marriage. We discuss whether she would ever get married again, how she’s found peace as a single thirty-something in L.A., and how she’s no longer willing to be dragged into anyone’s drama, even if it means being alone.

For anyone who has felt like their life has, metaphorically, ended, Katie’s story of overcoming a traumatic brain injury and her divorce shows us that there’s no limit, in her words, to the amount of software updates you can have in life. 

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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 men actually say, why Lindsey believes women are less likely to fall in love at first sight than men, and how the most heartbreaking relationships are sometimes the shortest ones.

Lindsey talks about that time she was the other woman, quitting drinking (and other things), and who she thinks cheaters should marry. We unpack her PCOS diagnosis and her fertility journey and how Lindsey navigates her career and her newfound motherhood.

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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 intergenerational trauma of her upbringing, why she thinks you keep attracting all the wrong men (aka Chads), and whether she really believes that you can meet the right person at the wrong time.

Violet dives into her childhood as the daughter of Russian immigrants, the first boy that ever broke her heart, and the active practice of letting go of who you were so you can become who you’re meant to be.

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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 remind you that life can be beautiful, even when it’s freaking brutal. On this brand new podcast, I’m joined by some of your favorite creators and experts on how they navigate dating, how to stay hopeful when you’ve kissed one-too-many frogs or Chads, and most importantly, how to love yourself when you haven’t yet found someone else to love you. Each week, we tackle everything from dating after divorce, how to ask for what you want from a relationship, and what death can teach us about love and life.

If you’ve ever wondered how to begin again when life as you know it has ended, this podcast is here to remind you that the best thing to come out of rejection is often our reinvention. Join me for the premiere of Brutally Anna on October 28th with new episodes on Mondays as I sit down and get you the brutal truth so that you can find your truth. Don’t forget to follow me @maybeboth across social media and subscribe to Brutally Anna wherever you get your podcasts.

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