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 mayb ... Show More
Nov 2025
How to Know When to Quit (And When to Keep Going)
This week, I’m closing the chapter on Brutally Anna by talking about mile 20—of the New York City Marathon, yes, but also of life. I ran that race back in 2017, and the thing about a marathon is you always know how far you have left. In life, you don’t. And this year felt like mi ... Show More
17m 47s
Jul 2024
Anna’s Guide - Podcast Trailer
Whether you're starting a new life chapter, hitting an iconic milestone, or looking to shift lifepaths completely, the only constant in this life is change. Anna’s Guide with Anna Sitar is your weekly companion to all of life’s ups and downs. With a mixture of guests and solo epi ... Show More
1m 20s
Jan 2025
Leave Your Situationship in 2024 with Anna Kai
Bestie, we aren’t bringing any mediocre situationships into 2025 - but we are starting the year off with some hard truths. This week, we’re joined by Content Creator and Host of the Brutally Anna podcast, Anna Kai as she gives us the big sister advice we all need on how to know w ... Show More
1h 12m
Mar 2025
Expanded Love: The New Paradigm of Dating, Relationships & Life!
<p>The first episode of Season 3 of The New Truth Podcast with Kate! If you are feeling like any facet of your life is out of alignment, this episode is for you! It is an invitation to take full responsibility for your truths, your life, your relationships and also will illuminat ... Show More
34m 48s
Dec 2024
How to Let Them Go with Anna Kai
<p>If you're ready for a master class in how to let someone go, presenting: Anna Kai. We loved having her on to discuss why we get hooked on people who aren't good for us, when you should know someone isn't going to commit, and how to cut off these relationships/situationships an ... Show More
1h 20m
Jun 2025
STOP Doing These 3 Things If You Want Him to Commit | Margarita Nazarenko & Adam Lane Smith
<p>In this conversation, Adam welcomes Margarita Nazarenko, a viral voice of tough love on relationships, for a deep, honest dialogue about anxious attachment, emotional patterns, and why so many women end up chasing emotionally unavailable men. Margarita offers clarity, accounta ... Show More
55m 50s
Jul 2024
81. Not for Meet Cutes + How "Sex and the City" Lied to Us
<p>Welcome back to Not For Everyone, where this week, Jess and Caroline think people need to cool it. They discuss how people don’t know how to be properly annoyed anymore, how people can’t stop demeaning Americans on the internet, and how people go insane in the comment sections ... Show More
1h 13m
Feb 2025
Goodbye Catherine: The Power of Letting Go
Goodbyes are so hard for so many - we hold onto our past selves, what we've outgrown, relationships, jobs, places, and people because we are afraid of what we don't know, afraid to step into those unknown places. But the unknown is where mystery lives - and it is inside that myst ... Show More
1h 17m