Direct questions, real answers. On with Kara Swisher is where “Silicon Valley’s most feared and well-liked journalist” gets to the heart of what makes powerful people tick. Kara makes sense of tech, business and politics through tough conversations with the newsmakers who matter. So why do they show up? “Smart people,” says Kara, “like difficult questions.” Plus, it’s fun. Every Monday and Thursday. From New York Magazine and the Vox Media Podcast Network.

Donald Trump has said journalist Maggie Haberman is like his “psychiatrist” — a remark she dismisses as a meaningless and failed attempt at flattery. Yet Haberman does have a deep understanding of what makes the former president tick cultivated through years of covering City Hall in New York City and then Donald J. Trump for The New York Times. Her recent book “Confidence Man: The Making of Donald Trump and the Breaking of America” tells Trump’s origin story and chronicles his unexpected takeover of the Republican party and his consolidation of power in Washington. “He’s not a political genius” Haberman tells Kara “he is a genius about human emotions and a certain darkness in what animates people.” So will Trump run again in 2024? Haberman says that “he’s backed himself into a corner where he has to” but she’s not sure whether she'll be covering him. Before the interview Kara and Nayeema talk about the newsmakers: Elon Musk’s about-face on the Twitter deal and Peter Thiel’s financing foray into key Senate races and ... a conservative dating app. You can find Kara and Nayeema on Twitter @karaswisher and @nayeema.  Learn more about your ad choices. Visit podcastchoices.com/adchoices

Maggie Haberman Makes Sense of Donald Trump

On with Kara Swisher