Apple News In Conversation

The headlines say that American men are in crisis. But what does that actually mean — and what does it look like up close? Journalist Jordan Ritter Conn spent five years inside the lives of four different men to find out. His new book, American Men, explores the gap between masculine ideals and the reality of men’s lived experience. Apple News In Conversation guest host Sam Sanders sat down with Ritter Conn to talk about what those four lives reveal about masculinity, inadequacy, and what the national conversation about men keeps getting wrong.

Nearly a year ago, Robert Prevost became Pope Leo XIV, the first pope in history from the U.S. His papacy so far has been relatively calm — until recent weeks, when a sharp public conflict with President Trump over the Iran war thrust him onto the political stage. Scott Detrow, host of NPR’s All Things Considered and coauthor of the upcoming American Pope: Leo XIV’s Road From the South Side of Chicago to Vatican City, joins guest host Sam Sanders to explore what it means to have an American pope who understands U.S. politics — and why his influence may be felt far beyond the Catholic Church.

The 1990s are back — especially for Gen Z. CDs, flip phones, and ’90s beauty trends are all having a moment among people in their teens and 20s. To understand why this generation is nostalgic for a past they didn’t experience, Apple News In Conversation guest host Sam Sanders talks with psychologist Clay Routledge. Routledge is the author of Past Forward: How Nostalgia Can Help You Live a More Meaningful Life and executive vice president and COO at the Archbridge Institute. He explains what’s fueling Gen Z’s fascination with the ’90s, when romanticizing the past can be harmful, and how looking back can make your future brighter.

A medieval-monster slayer. A tiny alien named Roscoe. A talking plate of spaghetti. These are just a few of the customizable companions available through AI-chatbot apps like Kindroid, Tolan, and Character.AI. In her latest piece for the New Yorker, journalist Anna Wiener explores the rapidly expanding world of these products and the people who use them. She joins Apple News In Conversation guest host Sam Sanders to talk about the users she met who are in relationships with AI chatbots, the Silicon Valley creators building them, and the risks of forming emotional bonds with technology.

Last June, journalist Andy Greenberg received an anonymous email from someone claiming to be trapped inside a scam compound in Southeast Asia. The source, using the pseudonym Red Bull, said he had access to a trove of internal materials exposing the inner workings of the criminal operation — and that he was willing to risk his life to share them. Greenberg has now published Red Bull’s story in Wired. He joins Apple News In Conversation guest host Sam Sanders to discuss what he uncovered about the shadowy world of global scam compounds, and what happened when Red Bull tried to escape.