Brutally Anna

Anna Kai

  • 50 minutes 26 seconds
    Solo Episode: Sometimes you were meant to fail so you could succeed elsewhere

    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 new toilet for our master bathroom.


    I answer one of your voicemails on how to feel a sense of belonging when all you've grown up with is the feeling of being othered, and why it's important to go granular versus big picture when we're tackling the biggest challenges in our lives.


    Leave me a voicemail: speakpipe.com/brutallyannapodcast


    Follow Anna: 

    https://www.instagram.com/maybeboth/

    https://www.tiktok.com/@maybeboth

    https://www.youtube.com/@maybeboth

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    30 January 2025, 10:00 am
  • 1 hour 18 minutes
    Mel Robbins teaches us how to let go and feel worthy of the life and love we want

    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 the host of the chart-topping Mel Robbins Podcast, Mel answers all of our most pressing questions in life from how to feel worthy, why we need to rebrand our relationship to anxiety, and why feeling “the spark” in a relationship is overrated. We dive into why it’s so difficult to leave a relationship, why women have been conditioned into being people pleasers, and why failure is often the impetus we need to change our lives.


    Follow Anna: 

    https://www.instagram.com/maybeboth/

    https://www.tiktok.com/@maybeboth

    https://www.youtube.com/@maybeboth


    Follow Mel: @melrobbins

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    27 January 2025, 10:00 am
  • 10 minutes 42 seconds
    Solo Episode: Why you should show up, even if you don't show up pretty

    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 answer your voicemails, so head on over to speakpipe.com/brutallyannapodcast to leave me a message.

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    23 January 2025, 10:00 am
  • 54 minutes 52 seconds
    Why you should stop thinking and start doing with Mathilde Thomas, co-founder of Caudalie

    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 husband and his decidedly unconventional "pick-up line", why sometimes, taking a break from your relationship can ultimately strengthen it, and how she and her husband managed to take a struggling start-up to an internationally renowned skincare brand.


    Mathilde shares why believing in yourself and your product, even if no one else does, can lead to great results, and why picking your life partner also determines your life's work.


    Follow Anna: 

    https://www.instagram.com/maybeboth/

    https://www.tiktok.com/@maybeboth

    https://www.youtube.com/@maybeboth

    Follow Mathilde & Caudalie @mathildethomas @caudalie

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    20 January 2025, 10:00 am
  • 56 minutes 55 seconds
    Solo Episode: The LA Fires, my most humbling moment, and how to deal with friend breakups

    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 much information about my most humbling experience ever (hint: diarrhea in a fridge). I answer your voicemails on how to mourn the loss of platonic friendships you thought would last forever, and where to start when you're trying to break the cycle of generational trauma.


    Leave me a voicemail: speakpipe.com/brutallyannapodcast


    Follow Anna: 

    https://www.instagram.com/maybeboth/

    https://www.tiktok.com/@maybeboth

    https://www.youtube.com/@maybeboth

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    16 January 2025, 10:00 am
  • 1 hour 14 minutes
    Tough times are temporary and the power of female friendships with Taryn Delanie Smith

    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 this week’s episode, we unpack the ways in which Taryn’s life worked out exactly the way it was supposed to, even when it wasn’t going according to her plans. From her days as an aspiring U.N. diplomat to competing in Miss America, Taryn unpacks all the reasons why it took her eight years of dating before marrying her husband and why she thinks that sometimes, the best advice to take is your own.


    For anyone who has ever wondered when their life is going to begin, my conversation with Taryn shows us all that sometimes, the best things in life happen to us while we’re waiting to start living.


    Follow Anna: 

    https://www.instagram.com/maybeboth/

    https://www.tiktok.com/@maybeboth

    https://www.youtube.com/@maybeboth

    Follow Taryn @taryndelaniesmith

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    13 January 2025, 10:00 am
  • 57 minutes 14 seconds
    Solo Episode: When he loves you, but can't be with you, and why you should gaslight yourself

    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 this episode and hear the stories that inspired me to create possibility where I once found impossibility. I answer your voicemails on why you're still feeling heartbroken after a breakup even when the rest of your life is getting better, and what to do when he says he still loves you, but just can't be with you.


    Leave me a voicemail: speakpipe.com/brutallyannapodcast


    Follow Anna: 

    https://www.instagram.com/maybeboth/

    https://www.tiktok.com/@maybeboth

    https://www.youtube.com/@maybeboth

    Learn more about your ad choices. Visit podcastchoices.com/adchoices

    9 January 2025, 10:00 am
  • 1 hour 18 minutes
    Why you should get a prenup and how to be the main character feat. Vivian Tu aka YourRichBFF

    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 all how to stop letting other people write the narrative to your life and why you shouldn't avoid doing things just because they're hard. On this week's episode, we discuss harmful stereotypes and narratives about Asian women, why she left her first career on Wall Street and then her second career at BuzzFeed, and why she thinks everyone should get a prenup before getting married. We talk about that time she moved in with her boyfriend after one month of dating, whether she thinks money can actually make you happier, and why you can tell a lot about a person from the way they treat money.


    Follow Anna: 

    https://www.instagram.com/maybeboth/

    https://www.tiktok.com/@maybeboth

    https://www.youtube.com/@maybeboth

    Follow Vivian: @yourrichbff

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    6 January 2025, 10:00 am
  • 45 minutes 54 seconds
    Solo Episode: When your year-in-review didn't live up to your expectations and my mantra for 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 barely survive the year that just passed.


    I discuss how my faith and trust in God has helped me help myself and why we should embrace and claim the bad days that lie ahead in the new year just as much as the good days. You asked, I answered - how do you handle retroactive jealousy when your partner is the most wonderful non-Chad ever, but you can't seem to get over your feelings about his ex?


    Leave me a voicemail: speakpipe.com/brutallyannapodcast


    Follow Anna: 

    https://www.instagram.com/maybeboth/

    https://www.tiktok.com/@maybeboth

    https://www.youtube.com/@maybeboth

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    2 January 2025, 7:55 pm
  • 1 hour 20 seconds
    Date them until you hate them and why love isn’t enough with matchmaker Aleeza Ben Shalmon, the star of Netflix’s Jewish Matchmaking

    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 love at first sight in order for it to be everlasting love, and whether there is someone out there for everyone. 


    What first started out as a hobby has now turned into a full-fledged business for Aleeza, who has focused on pairing marriage-minded individuals since 2007 first in the U.S. She offers her advice on how couples should handle conversations around money, religion, and how to handle awkward questions from family members at the holidays.


    Follow Anna: 

    https://www.instagram.com/maybeboth/

    https://www.tiktok.com/@maybeboth

    https://www.youtube.com/@maybeboth

    Follow Aleeza: @aleezabenshalom

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    30 December 2024, 10:00 am
  • 48 minutes 14 seconds
    Solo Episode: Luigi Mangione and why women fall in love with prisoners

    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 and war. On this week's voicemails, I answer your questions on how to rebuild your life from ground zero and what it truly means to be a man when your definition of manhood doesn't fit everyone else's definition.


    Leave me a voicemail: speakpipe.com/brutallyannapodcast


    Follow Anna: 

    https://www.instagram.com/maybeboth/

    https://www.tiktok.com/@maybeboth

    https://www.youtube.com/@maybeboth

    Learn more about your ad choices. Visit podcastchoices.com/adchoices

    26 December 2024, 10:00 am
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