Episode 370: Anna Sale Talks About Hard Things, Part 1

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Can you talk about hard things? Can you negotiate your salary with a new boss? Can you tactfully comfort someone who’s just had a devastating loss? Can you be open about your sexual needs with your partner?

Anna Sale is the host of the Death, Sex, and Money, a award-winning podcast that “explores the big questions and hard choices that are often left out of polite conversation.” She's also the author of Let's Talk About Hard Things, a bestselling book that teaches you to have that conversation. She sits down with us this week to talk about tactics to have those challenging talks.

Anna’s philosophy is: “hard conversations” are inevitable in life, so you might as well learn how to have them. In this interview, she talks about why the three topics of death, sex, and money (all unavoidable sooner or later) can make people so uncomfortable. We discuss how your upbringing and background influence your life choices, and what happens when you choose to go off-script, as well as how hard conversations with your family of origin can be—and why that’s completely normal. Anna also offers practical tips on how to start a conversation that might be awkward and uncomfortable, what to listen for in a difficult talk, and how to be direct, but at the same time kind.

Find Let's Talk About Hard Things on Amazon or at your local bookshop. Find Anna on Twitter, Facebook, Instagram, or at her podcast, Death, Sex, and Money.

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