Joining us this week is Anna Sale, host of WNYC Studio's, Death, Sex & Money. As she puts it, her show is about "the things we think about a lot, and need to talk about more." Anna sits down with celebrities like Kevin Bacon or Mahershala Ali, but more often than not she's talking to someone that you've never heard of. It's an intimate show if there ever was one, and Anna doesn't shy away from asking questions that others might blush just thinking about. Anna and Jesse talk about her past career covering politics and elections, and how her decade doing that work aids her in the kind of interviewing that she does now. They get into how to ask really sensitive questions without it feeling exploitative, and why it is important to talk about the hard or shameful parts of a person's life.