All eyes are on Vatican City as the world’s Catholics wait for news from the papal conclave, Stephen imagines a world where the Cardinal of Newark is elected Pope, President Trump selected Rudy Giuliani’s son Andrew to manage the 2026 World Cup, and the rollout of America’s new ID cards is going anything but smoothly.  When Emmy and Tony Award-winning actress Christine Baranski found herself with some rare free time at home, she began digging through her archives for relics like a photo of her with Bruce Springsteen backstage at the Kennedy Center Honors. Watch “Nine Perfect Strangers” starting May 21st on Hulu.

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America’s air traffic control system is in disarray thanks to aging technology and recent DOGE staff cuts, President Trump decided to reopen an abandoned prison after watching the Clint Eastwood film, “Escape From Alcatraz,” and Stephen breaks down what to expect as the College of Cardinals seal themselves inside the Vatican to elect the next Pope. Emmy-winner and bestselling author Rachel Maddow joins Stephen to talk about the first 100 days of President Trump’s second term and the demonstrations against his actions that are popping up in all 50 states on a daily basis. Grab her number-one bestselling book, “Prequel,” available now in paperback.

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America’s president doesn’t know if he’s required to uphold the Constitution, he blames all bad economic results on his predecessor, he wants to reopen the country’s most famous prison, and “Star Wars” fans think he is one of the bad guys. Comedian Jim Gaffigan put his five children to work when it was time to create a cover for his latest comedy album. Gaffigan’s Fathertime Bourbon is available now and his album, “The Skinny,” is available for pre-order starting today at https://jimgaffigan.com. 

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Comedian and bestselling author Amber Ruffin stops by to tell Stephen how it felt to be uninvited to her hosting gig at the 2025 White House Correspondents Dinner. Watch her new show, “Have I Got News For You,” streaming on Max. 

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Meanwhile… Filmmaker George Lucas filled in a big gap in Yoda’s origin story, we think we know why Shaquille O’Neal ran off the set of a live broadcast, “The White Lotus” star Walton Goggins wants nothing left to the imagination when it comes to his physique, Glen Powell puts the weirdest stuff on his waffles, Meghan Markle and Prince Harry revealed the inspiration behind their nicknames for each other, and scientists say drinking champagne might be good for your heart.  

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Columbia University linguistics professor and bestselling author John McWhorter discusses some of the quirks of the English language and explains why one of Stephen’s favorite Southern words will always be considered slang. McWhorter’s book “Pronoun Trouble” is available now. 

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President Trump ousted National Security Advisor Mike Waltz and gave the job to Secretary of State Marco Rubio, officials are hoarding supplies ahead of an expected spike in prices, someone needs to check Attorney General Pam Bondi’s math, and Stephen weighs in on a question that is burning up the internet. You’ve probably seen the steamy photos of superstar actor Walton Goggins in a tiny yellow bathing suit, but did you know he almost got himself arrested that day? The series finale of “The Righteous Gemstones” airs this Sunday on HBO and streaming on Max. 

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 Amid alarming signals that the economy is headed into recession, President Trump is trying to pass the buck to his predecessor and refusing to admit his mistake in deporting Kilmar Abrego Garcia to El Salvador. MSNBC host and former White House Press Secretary Jen Psaki points out several ways in which President Trump’s actions over his first 100 days are far worse than his first term in the White House. Stick around for more with Jen Psaki and watch her new show, “The Briefing,” when it premieres Tuesday on MSNBC.

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More Americans would flunk President Trump than give him a passing grade on the first 100 days of his second term, voters in Canada chose a liberal for their next prime minister, more than half of the Philadelphia Eagles chose not to attend a White House ceremony with the president, and many former Pentagon officials are calling for Defense Secretary Pete Hegseth to resign after a series of blunders. And if you don’t know his favorite action movie or what he thinks happens when we die, do you really know Will Ferrell?

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President Trump has the lowest approval rating in the history of polling as he exaggerates his dealmaking prowess and Elon Musk’s DOGE fails to deliver meaningful cost savings. Elsewhere, Catholics around the world celebrated the life of Pope Francis and are looking ahead to the selection of a new pope. Emmy-winning comedian Wanda Sykes weighs in on the “embarrassing, incompetent, corrupt” Trump administration and offers tips for folks who want to hit the streets and protest the president’s policies. Tickets for Wanda’s “Please & Thank You” comedy tour are available now.

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