My Best Friend Paid For Her Own Engagement Ring

She’s 32, never had a boyfriend, and just dropped thousands to fund her own proposal — hotel, flowers, the ring he gave her. Meanwhile, he’s out here liking thirst traps and asking her for money for designer watches. In this episode, I unpack the heartbreak of watching someone you love choose delusion over dignity — and why trying to save them might actually be a way of avoiding your own sh*t. Also in this episode: • The difference between generosity and desperation (and how thin the line can be) • The ex-boyfriend I tried to impress with an espresso machine I couldn’t afford • Why today — some random Tuesday in June — might be your new beginning • The illusion of arrival — what happens after you get the life you begged for This is Brutally Anna 2.0 — where it's us just now, and nothing's off limits. Learn more about your ad choices. Visit podcastchoices.com/adchoices