
E338 - "Death, Sex, and Money": Talking Smart About Hard Things With Anna Sale
Published: July 16, 2026
Duration: 38:48
Which conversations have you been avoiding at work? In this classic episode, I sit down with Death, Sex & Money host Anna Sale to talk about why conversations about money, mental health, and personal struggles still feel so difficult in many workplaces. We discuss the shame that often shapes our financial decisions, how your upbringing influences the way you negotiate and advocate for yourself, and what to consider before telling your boss you're struggling. Anna also shares advice for setting boundaries, asking for what you need, and creating more honest relationships at work. Get ready to rethink the conversations that...