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Brutally Anna

Podcast Brutally Anna
Anna Kai
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. I’m your host, Anna K...

Available Episodes

5 of 17
  • Solo Episode: The art of being alone at the holidays and how long does it actually take to get over a breakup
    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 completely and utterly sucks at first. I break down why I spent a lot of time with friends and men that didn't make me feel good in my twenties and how learning to be alone gave me everything I wanted in life. You asked in your voicemails and I answered on how to get over heartbreak when you're doing everything right, but still feel devastated, and how to stop blaming yourself for the end of a relationship when it was everyone's fault and no one's fault all at the same time. 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
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  • Why you should go for the nerd with Brandon Berman and Harrison Forman, the creators of UpDating
    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 whether they believe if men and women can really be just friends, the awkward beginnings of both of their LTRs and how they found success by not taking themselves too seriously. Brandon reveals why he gave his girlfriend an ultimatum two weeks into their relationship, while Harrison shows us all that sometimes, you haven’t found love because you’re not looking in the right place. We dive into where they believe all the good men have really gone (spoiler: some of them can be found at the UpDating after parties) and how they grew their live show from humble beginnings. For anyone who’s ever felt like they’ve been counted out, Brandon and Harrison want you to know that creating your own lane is always better than trying to compete in someone else’s. Follow Anna:  https://www.instagram.com/maybeboth/ https://www.tiktok.com/@maybeboth https://www.youtube.com/@maybeboth Follow Brandon & Harrison: @updatingshow @bermmy16 @htforman Learn more about your ad choices. Visit podcastchoices.com/adchoices
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  • Solo Episode: You can be married to a cheater, but don't date a cheater and why some long distance relationships fail
    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 married to a cheater, but not to date a cheater, and how to spot signs of love bombing. We dive into the reasons why it's dangerous to commit to a relationship or a marriage before you've committed to what you want in life and how to spot the difference between someone who loves you and someone who loves what you do for them. I answer your voicemails on why a long-distance relationship turned cold once it was no longer long distance, and how to get your power back after getting your heart broken and watching your ex move on before 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
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  • What cancer taught Kaitlin Reagan about forgiveness
    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 boyfriend, Francesco, to cancer along the way. Find out why Kaitlin doesn’t believe in long distance relationships, how she overcame her family history of drug addiction, and why she’s done trying to fit into anyone else’s life but her own. For anyone who has ever been angry at the cards they were dealt, Kaitlin’s story shows us all that it’s not about what happens to us, but what we do with what happens to us that determines our fate. We muse on whether it’s really possible to find everything you want in a man, why she still wears a promise ring from Francesco, and how she knew she was finally able to move on after his passing. Follow Anna:  https://www.instagram.com/maybeboth/ https://www.tiktok.com/@maybeboth https://www.youtube.com/@maybeboth Follow Kaitlin @kaitlin_reagan Learn more about your ad choices. Visit podcastchoices.com/adchoices
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  • 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
    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 5x7 make me feel some type of way and what to remember this holiday season if your life is looking a little less than picture perfect. I dish on what my "honest" Christmas card would say if I had carte blanche to write what I wanted on the back of our card and why sometimes, you're not behind, you're just on a different path. Tune in as I answer voicemails on whether you should choose love or money and just how important sex is in a relationship. Leave me a voicemail: speakpipe.com/brutallyannapodcast Learn more about your ad choices. Visit podcastchoices.com/adchoices
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About Brutally Anna

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. 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 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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