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Letters from Leo — the American Pope & US Politics

“Weapons and Walls” — In Madrid, Pope Leo XIV Rebukes the Politics Tearing Us Apart “No Just War” in Iran — Pope Leo XIV Retires the Warhawks’ Favorite Doctrine on the Flight to Madrid Pope Leo XIV’s New AI Encyclical Is Already Making a Dent in Trump’s Washington “I Asked Him for a Miracle” — Spike Lee Says Pope Leo XIV Is Pulling for the Knicks After Two Months of MAGA Attacks, Pope Leo XIV Outpaces Trump by 54 Points Pope Leo XIV Hands Vatican Communications to the Woman Who Pulled EWTN Back From the Brink Bishop Barron Claims the Left Wants to “Demonize” Trump. Standing With the Poor Is Not Demonization — It Is the Faith. The Splendor No Machine Can Replace “Useless” — Trump Renews His Attack on Pope Leo XIV After Chicago Mayor Visits Vatican Pope Leo XIV Just Quoted The Lord of the Rings Against Peter Thiel’s Empire — and Thiel Is Now Fleeing America ‘The Grand Humbling’ — Silicon Valley Responds to Pope Leo XIV “Disarm AI” — Pope Leo XIV Drops His First Encyclical on Slavery, Algorithms, and War The Spirit Walks Through Locked Doors Pope Leo XIV’s First Encyclical Arrives Tomorrow — Here’s What We Expect “Life Is Political” — Cardinal Michael Czerny Defends Pope Leo XIV’s Amidst Trump Attacks “An Eclipse of What It Means to Be Human” — Pope Leo XIV Previews AI Encyclical As Christian Persecution Surges in Netanyahu's Israel, Pope Leo XIV Confronts a Hatred Crisis That Has Reached American Streets What the Vatican Just Released on Gay Catholics — and Where Pope Leo Stands Sent by Pope Leo XIV, Cardinal Czerny Rebukes Trump’s Threats to “Take Cuba” Joined By Anti-Catholic Pastors, Barron and Dolan Speak at Trump’s Prayer Rally Confronting Silicon Valley, Pope Leo XIV Drops His AI Encyclical on Memorial Day With Anthropic Onstage Don’t Cling to Me As Trump Attacks Pope Leo XIV and ICE Raids Catholic Parishes, Bishop Barron Tells Fox News the Real Threat Is Wokeism Americans Are Choosing Pope Leo XIV Over Donald Trump — and It Isn’t Close If You Want to Understand Pope Leo’s New Encyclical, Read This First “Elites That Care Nothing for the Common Good” — Pope Leo XIV Rebukes Trump’s European Arms Race “Schismatic Act” — Pope Leo XIV’s Doctrine Chief Warns Ultratraditionalist SSPX They Face Excommunication ICE Came for His Parishioners. Now Pope Leo XIV Is Sending Their Pastor to Lead a Diocese in Trump’s Florida. Pope Leo XIV Awards Top Diplomatic Honor to Iran’s Ambassador — Mid-War “A Dirty Cop” — Trump’s Jimmy Lai Comparison on the Eve of Beijing The Love Came First The Black Creole Mother Who Made the Pope Top MAGA Pastor Tells Fox News Trump Knows the Bible Better Than Pope Leo XIV MAGA Religious Leaders Dedicate and Bless 22-Foot Golden Trump Statue at Doral “This is An Hour For Love” — One Year of Pope Leo XIV One Year Later: The True Meaning of an American Pope “Wow, Okay!” — Pope Leo XIV’s Verdict on Marco Rubio’s Crystal Football “A Bit Strange” — Vatican’s Top Diplomat Rebukes Trump on the Eve of Rubio’s Audience With Pope Leo XIV “Would It Matter If I Told You I’m Pope Leo?” — The Bank Teller Who Hung Up on Robert Prevost Pope Leo XIV Rebukes Donald Trump’s Lies — and Marco Rubio Tells One of His Own “Endangering a Lot of Catholics” — Trump Smears Pope Leo XIV 48 Hours Before Rubio Meeting What Marco Rubio Actually Wants from Pope Leo XIV Who Got Left Off the List Trump Sends Marco Rubio — Not JD Vance — to Face Pope Leo XIV West Virginia Congressman Mocked Salvadoran Prisoners. Then Pope Leo XIV Sent Him a Salvadoran Bishop. “Repulsive and Barbaric” — The Pattern of Anti-Catholic Violence in Netanyahu’s Israel Pope Leo XIV Sends Former Undocumented Migrant to Trump’s West Virginia — Fulfilling the Retweet That Foretold His Papacy Pope Leo Said He Wasn’t Afraid of the Trump Administration. Neither Should We Be. ‘Citizen of the World’ — Elise Ann Allen’s Historic Biography of Pope Leo XIV Pope Leo XIV Buries Donald Trump in New Polling Trump Border Czar Tom Homan Mockingly Invites Pope Leo XIV on an ICE Raid What I Saw — And Felt — At Pope Francis’s Funeral We’re Called to Be Channels — Not Filters “Not Overtly Confessional” — Pope Leo XIV’s Indictment of Christian Political Performance As Trump Revives Firing Squads, Pope Leo XIV Salutes Efforts to End Death Penalty Report: Trump Administration Is Spying on Pope Leo XIV’s Vatican “I Cannot Be in Favor of War” — Pope Leo XIV's Wide-Ranging In-Flight Press Conference From Africa “Ravaged by Tyrants” — Pope Leo XIV's Africa Journey and the End of the ‘Quiet’ Papacy “God Never Abandons You” — Pope Leo XIV in Rainsoaked Bata Prison Visit One Year Later, We Are Still Pope Francis’s Legacy “Disrespectful and Violent” — Bishop Rodríguez Rebukes Trump From Mar-a-Lago’s Diocese Are Not Our Hearts Burning Within Us? The Parents of Minab School Children Killed in US Bombing Write to Pope Leo XIV “In the One, We Are One” — A Letter to My Conservative Catholic Friends Pope Leo XIV Is Not Fighting Donald Trump — The President Is Fighting Him “He’s a Saint” — Francis’s Last Word on Pope Leo XIV “I’m Uniquely Qualified” — Sean Hannity Lectures Pope Leo XIV on the Bible Pope Leo XIV Will Outlast Donald Trump — and Why We Will Defeat MAGA Anti-Catholicism “Ravaged by a Handful of Tyrants” — Pope Leo XIV in Cameroon After Trump’s Attack on Pope Leo, a Bomb Threat Came for His Brother in Suburban Chicago Trump Administration Strips Catholic Charities of $11 Million After Attacking Pope Leo XIV “Something Called the Just War Doctrine” — Speaker Johnson Lectures Pope Leo XIV on Augustine U.S. Bishops’ Doctrine Committee Rebukes JD Vance After He Lectures Pope Leo XIV on Theology JD Vance Twice Tells Pope Leo XIV to Stay Out of American Politics Today, the Church Fought Back Against Donald Trump “I Am Not Afraid” — Pope Leo XIV Responds to Trump’s Tirade Against the Church Trump Attacks Pope Leo XIV: “If I Wasn't in the White House, Leo Wouldn't Be in the Vatican” “We’re Better Than This” — Pope Leo XIV’s Top Three US Cardinals on 60 Minutes Thomas Deserved Better “Enough of War” — Pope Leo XIV Denounces the “Delusion of Omnipotence” at St. Peter's Prayer Vigil “Very Bad Form” — What Six Independent Reports Tell Us About the Pentagon’s Meeting With the Vatican Pope Leo XIV Says Christians Never Side With Those Who Launch Bombs “I'll Support You” — The Sentence That Undid JD Vance's Catholic Conscience on Iran “More Voices Against the Madness” — Cardinal Parolin Urges Catholics to Not Leave Pope Leo XIV Alone on Iran There Will Be No Second Avignon: Americans Stand With Pope Leo XIV The Pentagon Threatened Pope Leo XIV’s Ambassador With the Avignon Papacy Trump Backs Down Hours After Pope Leo XIV Called His Iran Threat “Unacceptable” “Contact Your Congressmen” — Pope Leo XIV Enlists Americans to End the Iran War After Suggesting Trump War Crimes “A Whole Civilization Will Die Tonight” — Trump Invokes God for Iran Annihilation as Pope Leo XIV Stands Alone Pope Leo XIV Teared Up for Francis — and Gave Us a Glimpse of the Bond That Made Him Pope While Trump Promises Hell on Earth, Pope Leo XIV Preaches Peace The Ground Is Shaking “Lay Down Your Weapons!” — Pope Leo XIV Decries War in First Easter Address “Man Can Kill the Body, But Not Love” — Pope Leo XIV’s First Easter Vigil Homily Confronts the Powers of Death A Letter to New Catholics Entering the Church Tonight Something Strange is Happening Trump-Vance White House Escalates Holy Week Assault Against Catholic Church Why Is This Night Different From All Other Nights? “Not Sponsored by the Lord” — Military Archbishop Broglio Declares Iran War Unjust The Eucharist Isn’t A Prize for the Perfect
Stephen Colbert’s White Whale — Will Pope Leo XIV Close The Late Show on Thursday?
Christopher Hale · 2026-05-20 · via Letters from Leo — the American Pope & US Politics

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On Monday, I reached out to CBS with a single question: would Stephen Colbert close The Late Show on Thursday night with an interview of Pope Leo XIV, the first U.S.-born pope?

They declined to comment. The silence has done nothing to slow the rumor. Colbert himself has already named the guest he wanted before his show ended: in a recent interview with Entertainment Weekly, he called Pope Leo XIV his “white whale” — the dream booking he was still chasing in the final weeks of The Late Show.

Stephen Colbert
Stephen Colbert closes his decade behind The Late Show desk on May 21, 2026. CBS declined to confirm whether Pope Leo XIV, whom Colbert has called his “white whale,” will appear as a guest on Thursday’s final broadcast. (Philip Romano)

According to Deadline’s reporting on the closing run, the announced guests for the final week include Jon Stewart, Steven Spielberg, and Bruce Springsteen. The Thursday slot — the final broadcast, the slot CBS traditionally reserves for the biggest moment — remains a mystery.

As I wrote earlier this year, Stephen Colbert and Pope Leo XIV are arguably the two most beloved Americans in public life right now.

Both have spent decades being publicly Catholic in a country that prefers its religion either privatized or weaponized, and millions of Americans have stayed with them for offering a third option. A conversation between them, on the last Thursday night on one of the only late-night shows that ever took the Gospel seriously, would have the feel of a homecoming rather than a curtain call.

To understand why, you have to start with the worst day of his life.

On September 11, 1974, Eastern Air Lines Flight 212 crashed in dense fog on its approach to Charlotte. Seventy-two of the eighty-two people on board died.

Among them were James William Colbert Jr., a beloved physician and dean at the Medical University of South Carolina, and two of his sons — Paul, who was eighteen, and Peter, who was fifteen. James and the boys were flying north so the brothers could begin the school year at the Canterbury School in Connecticut.

Stephen was ten years old, the youngest of eleven children. He has said the world after the crash felt like a place where he simply walked around waiting for the next loss.

His mother, Lorna, refused to let grief swallow the family. According to Good Faith Media, she told her grieving son that he should not despair, because there was nothing the world could do to him that God had not already endured. That sentence shaped his theology before he could shave.

Years later, in an Anderson Cooper interview that has been watched tens of millions of times, Colbert told the CNN anchor that he had come to “love the thing that I most wish had not happened.”

Grief, he said, introduces you to a God who has already met every variety of it. The full conversation with Cooper, conducted for CNN’s All There Is podcast on grief, is the most extended public account Colbert has given of how the crash made him a Catholic capable of comedy.

College knocked the certainty out of him. Colbert drifted through Hampden-Sydney and then Northwestern, and by his early twenties he had stopped believing altogether. He has described that period as cold, in every sense.

One winter morning in Chicago, walking down the street, a Gideon volunteer handed him a pocket New Testament. Colbert opened it to the index — under Anxiety, it pointed him to Matthew V, the Sermon on the Mount. The verse that struck him was Jesus asking who among the worried can add a single hour to his life by worrying — the same passage where Jesus tells anxious people to consider the lilies of the field.

Something cracked open. He has called it a mystical return, an unbidden recognition that the words had been waiting for him longer than he had been gone. He walked into the next chapter of his life a practicing Catholic again, and he never left.

The faith he came back to is built around a crucifix. Colbert has spoken often about why he prefers the bloodied figure to the polished empty beam, and he is unapologetic about it.

A crucifix keeps Christ’s body on the wood, which is the version Colbert needs — a reminder that suffering was endured before resurrection was offered. He looks to it for what he calls solidarity, the assurance that a God who hung on a cross is not embarrassed by the wreckage in our lives.

The crucifix taught him to read human pain as the exact place where God chooses to be most present.

He brought all of this with him into comedy. At The Colbert Report he played a blowhard cable-news pundit who was also, inconveniently for the satire, a daily-Mass Catholic who taught Sunday school in real life.

Colbert testified before Congress in character about migrant farmworkers and quoted Matthew 25 with a straight face. He interviewed bishops, biblical scholars, and at least one cardinal on a stage built mostly for political punchlines.

When he moved to The Late Show in 2015, he carried the same habit of mind. He has prayed on air with guests and wept with them when the conversation took that turn. Other times he has pressed unbelievers gently toward the questions that scare them most.

The exchange with Andrew Garfield about losing a parent has been watched tens of millions of times for a reason — there was no host underneath the suit, just a man who knows what mourning costs.

The clearest articulation Colbert has ever given of how his Catholicism feeds his comedy came in February 2022, when Dua Lipa turned the tables on him and asked, on his own show, whether his faith and his work ever overlap.

His words that night ring in my ears. Here’s what he said: