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!
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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 15m
Mar 2025
Gwyneth on Change, Letting Go, and What Comes Next
In this special solo episode, Gwyneth reflects on the transitions that shape our lives—big and small. From becoming an empty nester and stepping into a new phase of self-discovery, she explores the feeling of untethering that accompanies change—the loss, the possibility, the disc ... Show More
33m 31s
Oct 2024
Brutally Anna Trailer
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 ... Show More
1m 26s
May 19
Never Take Life Too Seriously feat. Nicole Pellegrino
On this week's episode, former director of Betches Media turned content creator Nicole Pellegrino shares her journey as we delve into her candid and often humorous takes on marriage, millennial life, and her rescue doLouie. She opens up about the impact of her mom's passing, her ... Show More
1h 18m
Sep 2023
how to LET GO OF RELATIONSHIPS that are no longer serving you
EP008: want to remind you that you can set boundaries, say no, exit toxic situations and STILL be a kind, loving person. It is not one or the other. We've all been in a toxic relationship whether it's within a friendship, a family dynamic, or a romantic relationship. Starting off ... Show More
31m 39s