50 Episodes

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

    Published: 2/3/2025

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

    Published: 1/30/2025

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

    Published: 1/27/2025

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

    Published: 1/23/2025

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

    Published: 1/20/2025

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

    Published: 1/16/2025

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

    Published: 1/13/2025

  8. Introducing: Mantra with Jemma Sbeg

    Published: 1/13/2025

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

    Published: 1/9/2025

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

    Published: 1/6/2025

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

    Published: 1/2/2025

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

    Published: 12/30/2024

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

    Published: 12/26/2024

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

    Published: 12/23/2024

  15. Solo Episode: The art of being alone at the holidays and how long does it actually take to get over a breakup

    Published: 12/19/2024

  16. Why you should go for the nerd with Brandon Berman and Harrison Forman, the creators of UpDating

    Published: 12/16/2024

  17. Solo Episode: You can be married to a cheater, but don't date a cheater and why some long distance relationships fail

    Published: 12/12/2024

  18. What cancer taught Kaitlin Reagan about forgiveness

    Published: 12/9/2024

  19. 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

    Published: 12/5/2024

  20. How to laugh at death with Kelly Rizzo

    Published: 12/2/2024

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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. 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.