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
Dec 2024
How to Let Them Go with Anna Kai
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 and m ... Show More
1h 20m
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
May 2025
Anna's Guide To Moving On
In this episode, Anna shares a personal update and reflects on what it really means to move on—from friendships, careers, relationships, and even the version of yourself you're ready to outgrow. Big changes are ahead, but letting go doesn’t mean giving up. Welcome to Anna's Guide ... Show More
49m 48s
Feb 2025
Anna’s Guide to Loving Your Body
On this week’s episode of Anna’s Guide, Anna gets vulnerable about her journey towards body positivity. Anna reflects on watching her body change online, her reformed attitude towards fitness, and loving yourself for more than just what’s on the outside. Welcome to Anna’s Guide t ... Show More
45 m