Brutally Anna

Brutally Anna

By Anna KaiSociety & Culture
Download on the App Store

Brutally Anna episodes

  • 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

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

    50 min
  • 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

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

    1 hr 17 min
  • 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.

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

    11 min
  • 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

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

    53 min
  • 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

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

    55 min
  • 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

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

    1 hr 13 min
  • Introducing: Mantra with Jemma Sbeg

    Ready to take a fresh path to self-discovery? Every Monday, Jemma brings you a new mantra, breaking it down to show you how you can apply it to your own life. Whether you’re facing a major transition or looking to evolve your everyday routine, Mantra is the podcast for you. Join Jemma every week for reflections, practical tips, and personal insights that’ll inspire you to live with intention and unlock your true potential. Follow “Mantra with Jemma Sbeg” wherever you get your podcasts.

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

    12 min
  • 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

    56 min
  • 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

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

    1 hr 17 min
  • 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

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

    45 min

About Brutally Anna

From the publisher's feed

Welcome to Brutally Anna — the podcast where we stop pretending we’re fine and start telling the f*cking truth.

Best of Brutally Anna

Ranked by our users in the last 21 days

More shows like Brutally Anna

Love Life With Matthew Hussey by Matthew Hussey

Love Life With Matthew Hussey

2,656 Listeners

Almost 30 by Krista Williams & Lindsey Simcik | Wellness & Personal Growth Hosts

Almost 30

3,898 Listeners

We Met At Acme by Dear Media, Lindsey Metselaar

We Met At Acme

2,427 Listeners

The Dream Bigger Podcast by Siffat Haider

The Dream Bigger Podcast

606 Listeners

On Purpose with Jay Shetty by Perfect Strangers

On Purpose with Jay Shetty

27,864 Listeners

Well with Arielle Lorre by Dear Media, Arielle Lorre

Well with Arielle Lorre

4,087 Listeners

Let’s Get Vulnerable: Relationship and Dating Advice by Dr. Morgan Anderson

Let’s Get Vulnerable: Relationship and Dating Advice

1,147 Listeners

Claim Your Power by Kim Peretz

Claim Your Power

306 Listeners

The Everygirl Podcast by The Everygirl Media Group

The Everygirl Podcast

354 Listeners

Jillian on Love by Jillian Turecki | Daylight Media

Jillian on Love

1,407 Listeners

LYSS by Lyss Boss

LYSS

2,425 Listeners

The Sabrina Zohar Show by The Sabrina Zohar Show

The Sabrina Zohar Show

5,077 Listeners

BEING HER with Margarita Nazarenko by Margarita Nazarenko

BEING HER with Margarita Nazarenko

1,506 Listeners

A Really Good Cry by iHeartPodcasts

A Really Good Cry

276 Listeners

Love Strategies: Dating and Love Advice for Successful Women by Adam LoDolce and Dr. Gary Lewandowski

Love Strategies: Dating and Love Advice for Successful Women

657 Listeners