This week on Night School, Kristin Chirico returns and we discuss what it’s like when your life is objectively kind of a mess, but you keep showing up anyway. We talk about having a strong year professionally while everything else feels unstable, how exhausting it is to hold it together, and what it actually means to ask for what you need instead of pretending to be chill. The conversation moves through dating, emotional vulnerability, ADHD and neurodivergence, and why admitting you like someone can feel more humiliating than getting rejected.