Everything Everywhere Daily: History, Science, Geography & More - The Many Failed Assassination Attempts on Fidel Castro

Episode Date: June 23, 2026

Tell me your favorite episode for the 6th anniversary show!When Fidel Castro came to power in Cuba in 1959, the American government wanted to see him gone.  So, they hatched plots and tried to assas...sinate him, again, and again, and again, and again.  Needless to say, none of them worked, and some of the ideas were almost farcical.  Learn about the many failed assassination attempts on Fidel Castro on this episode of Everything Everywhere Daily. Sponsors Saily Get an exclusive 15% discount on Saily data plans! Use code everythingeverywhere at checkout. Download the Saily app or go to https://saily.com/everythingeverywhere ButcherBox Get your choice between chicken breast or top sirloin for a year OR ground beef for life, PLUS $20 off when you go to ButcherBox.com/everything Quince Go to quince.com/daily for 365-day returns, plus free shipping on your order! Mint Mobile Save 50% on Unlimited premium wireless plans starting at $15/month at MintMobile.com/EED TrueWerk Get 15% off your first order at truewerk.com with code everything DripDrop Go to dripdrop.com and use promo code everything for 20% off your first order! Subscribe to the podcast!  https://everything-everywhere.com/everything-everywhere-daily-podcast/ -------------------------------- Executive Producer: Charles Daniel Associate Producers: Austin Oetken & Cameron Kieffer   Become a supporter on Patreon: https://www.patreon.com/everythingeverywhere Discord Server: https://discord.gg/Ds7Rx7jvPJ Instagram: https://www.instagram.com/everythingeverywhere/ Facebook Group: https://www.facebook.com/groups/everythingeverywheredaily Twitter: https://twitter.com/everywheretrip Website: https://everything-everywhere.com/  Disce aliquid novi cotidie Learn more about your ad choices. Visit megaphone.fm/adchoices

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Starting point is 00:00:00 When Fidel Castro came to power in Cuba in 1959, the American government wanted to see him gone. So they hatched plots and tried to assassinate him. Again and again and again and again. Needless to say, none of them worked and some of the ideas were almost farcical. Learn more about the many failed assassination attempts on Fidel Castro on this episode of Everything Everywhere Daily. Visit BetMGM Casino and check out the newest exclusive. right fortune pick. BetMGM and GameSense remind you to play responsibly. 19 plus to wager. Ontario only. Please play responsibly. If you have questions or concerns about your gambling or someone
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Starting point is 00:01:28 Feel good from the inside out. Visitactivia.ca for more details. After the 1959 revolution, Cuba moved from being a U.S. aligned island to a radical, nationalist and then openly communist state aligned with the Soviet Union. The Eisenhower and Kennedy administration saw the Cuban leader, Fidel Castro, as a direct threat to the United States and the Western Hemisphere, especially after nationalizations of U.S. owned property, the export of revolution to Latin America, the Bay of Pigs failure, and the Cuban missile crisis. Removing Castro seemed to some officials, like a shortcut, to collapsing or weakening the regime. According to a report delivered in 2006 by Fabian Escalante, the former chief of Cuba's intelligence service, there were 634 to 638 assassination attempts on Castro's life.
Starting point is 00:02:26 However, he had a very broad definition of the word attempt. Escalante's work is usually described as counting plots, schemes, conspiracies, and operational plans, not just physically executed assassination attempts. So if someone at the CIA came up with an idea, it was considered an attempt, even if no one ever acted on it. A more realistic number came from the U.S. Senate's Church Committee, which investigated CIA abuses in the 1970s and found concrete evidence of at least eight serious plots involving the CIA to assassinate Fidel Castro from 1960 to 1965.
Starting point is 00:03:06 The first known CIA assassination plot against a Cuban revolutionary leader was actually aimed at Raul Castro, not Fidel. In July of 1960, CIA officials considered paying a Cuban pilot to arrange a accident on a flight carrying Raul from Prague to Havana. The plan was rescinded, but the message actually couldn't reach the pilot in time, but he later reported that he had no opportunity to carry it out anyway. Some of the best-known plots came from the CIA's technical services division associated with Sidney Gottlieb. The the same official who was linked to Operation MK Ultra. The Church Committee later declassified many of these plots,
Starting point is 00:03:50 some of which were, how shall we say, unique. For the purpose of this episode, I'm going to focus on some of the more out-there attempts on Castro's life, since that's far more entertaining than your basic run-of-the-mill assassinations, and there's also time constraints. Some of the most famous attempts to kill Fidel Castro centered around his love of cigars. The CIA was aware that Castro loves cigar, so they tried to take advantage of this on more than one occasion.
Starting point is 00:04:18 The first of these was when they wanted to spike his cigars with a botulinum toxin. Botulinum toxin is a neurotoxic biological substance that when not properly purified is one of the most poisonous toxins known to man. The poison is a neuromuscular blocker, meaning it causes muscle paralysis in low doses and death in higher doses. The CIA arranged for poisoned cigars to be delivered to an unidentified person in Cuba in 1961. And after that, we don't know what happened to the cigars. But seeing as Fidel Castro did not die from poisonous cigars, we can assume that they were never given to him or were caught before he could take the lethal dose. Another assassination attempt involving a cigar was much more cartoonish.
Starting point is 00:05:07 The CIA planned to rig one with explosives, hoping it would dead. detonate when Castro lit it. It's unclear whether the CIA actually carried out the explosive cigar plan or if it remained just an idea, but it was one of the most famous attempts against Castro and the one people know the most about. Moving beyond cigars, one of the more unusual ideas to end Castro's life involved a scuba diving wetsuit. While the plan was never executed, it was kind of interesting. The idea was simple. The CIA knew Castro had a hobby of scuba diving and exploring Cuba's coast. So they wanted to cover the inside of a wetsuit with a fungus that would give him a deadly skin disease. Other options related to scuba diving was to purchase a large number
Starting point is 00:05:53 of Caribbean mulles. The plan was to paint the shells of the mullus a bright color to draw Castro's attention to them. And once he was nearby, the shells, which were going to be laced with explosives, would go off blowing up Fidel Castro. The plan was deemed impractical, but it did receive serious serious consideration. One plan that was implemented and was almost successful involved a poisoned milkshake. The CIA became aware that Castro visited the Havana Libre Cafe in Havana. CIA agents had recruited a counter-revolutionary waiter to poison Castro's chocolate milkshake. They had ensured that a poisoned pill was hidden in the freezer of the cafe, so that it could be dropped in Castro's shake without detection. When it was time to put the capsule into the shake,
Starting point is 00:06:41 The pill was stuck in the ice tray. When the waiter tried to pull the poison capsule free, it broke and spilled all over the cafe floor. Castro received the unpoisoned milkshake that was prepared by the assassin and drank it without problem. The failure of this attempt became one of the most well-known and documented assassination attempt failures. Beyond the technical tricks, the CIA also employed other more unsavory methods to try to take out
Starting point is 00:07:10 Fidel Castro. They formed an unlikely alliance with the American mafia in the 1960s, believing that their violent tactics would succeed where they had failed. The CIA approached organized crime figures, including Johnny Roselli and Sam Giancana. The CIA offered both mobsters, the equivalent of $1.2 million in today's money and legal immunity if they took Castro out. The logic was ugly but practical. Mafia figures had pre-revolutionary casino and business ties in Havana. They hated Castro for shutting them down, and had contacts who might be able to reach him. The mobsters came up with a few different plans, including slipping poison into Castro's drinks and a good old-fashioned shooting, but none of these plans were ever implemented.
Starting point is 00:07:59 The collaboration between the CIA and the mob was fairly short-lived and unsuccessful. And after President Kennedy was elected, he moved away from the previous administration extreme measures ending the alliance between them. Another attempt to kill Castro involved his lover, Marita Lorenz. The CIA recruited Lorenz in 1959 and gave her poisoned capsules to slip into Castro's drink, which would kill him within 30 seconds. Lorenz later testified that she got cold feet and hid the capsules in a jar of cold cream believing that they would be rendered useless.
Starting point is 00:08:33 But Castro learned about the plot and confronted her. strangely, he gave Lorenz a loaded gun and told her to kill him, which she clearly didn't do. When handing her the pistol, Lorenz reported that he told her, quote, You can't kill me, nobody can kill me. And evidently, he was right. Not every American plot aimed to kill Castro. The United States also attempted to assassinate his character. This is fundamentally different as they weren't trying to murder him, but
Starting point is 00:09:06 instead trying to simply reduce his political power. One of the plans against Castro was a targeted attack against his beard. Castro's beard was a huge part of his public image. To destroy that image, the CIA planned to lace his shoes with thalium salts. Thalium salts are odorless, tasteless, and highly toxic. They're considered to be slow-acting poisons that target the nervous system. and one notable side effect is hair loss. By putting thalium salt into Castro's shoes,
Starting point is 00:09:41 the CIA had hoped it would cause his beard to fall out, distorting his public image. The plan was put in place for when Castro was traveling outside of Cuba. They had expected Castro to leave his shoes outside his hotel room for polishing, which is how they would deliver the thalium salt. But the plan failed because Castro canceled his trip. Another plan to assassinate Castro's image was through the use of a chemical similar to LSD, which can cause hallucinations. Because Castro was a charismatic public speaker, the hope was to undermine his image as a leader by spraying his broadcasting studio with the hallucinogenic chemical. The thought was, as Castro was speaking, he would hallucinate and come off as crazy and unreliable.
Starting point is 00:10:26 This plan also failed because the chemical was too unreliable to be released in such a setting. Despite all of the attempts on Fidel Castro's life, he managed to survive all of them. Castro was once quoted as saying that, quote, If surviving assassination attempts were an Olympic event, I would win the gold medal. The attempts on Castro's life slowed down following an executive order given by Gerald Ford, who declared that no employee of the U.S. government should engage, conspire, or commit political assassinations. Ford's decree largely stemmed from the information. information released by the Church Committee.
Starting point is 00:11:04 While this order was in place, it was later revealed by the CIA that attempts on Castro's life continued up through the Clinton administration into the 1990s. The official assassination schemes made by the CIA were all classified under the code name executive action. According to the Cubans, under Dwight Eisenhower's reign, there were 38 plots. JFK's administration had 42 assassination plots. President Lyndon Johnson's administration tried 72 times. Richard Nixon was the second most aggressive with 184.
Starting point is 00:11:39 Jimmy Carter's administration had 64. Ronald Reagan was the most aggressive with 197. George H.W. Bush had 16 tries and Bill Clinton tapped out at 21 attempts. The plots all failed for multiple reasons. Castro had strong security. Cuban intelligence was rather effective. Many Cuban exile networks had been penetrated. Operational plans were often amateurish, and many proposals depended upon unreliable intermediaries. More fundamentally, the plots all assume that
Starting point is 00:12:12 Killing Fidel Castro would solve the Cuba problem, and that was an incorrect assumption. By the early 1960s, the Cuban Revolution had institutions, a security apparatus, and more importantly, Soviet backing. Castro did matter, but he was not the only thing holding the regime. together. If any one of the assassination plots had been successful, then communist Cuba would probably have continued to function, and the fundamental problem for the United States government wouldn't have changed. The man who ultimately assassinated Fidel Castro was father time. Castro had relinquished the presidency in 2008 after 49 years in power. He decided to step down because he was having health issues and at an age where he felt that he lacked the ability to govern effectively.
Starting point is 00:13:00 After giving up power, Castro survived for another eight years, dying of natural causes in his sleep in 2016 at the age of 90. And I suppose if you live to be a non-agenarian and die of natural causes, you can claim to have won the assassination game. His younger brother Raoul, who took over the leadership of Cuba, is still alive as of the recording of this podcast at the age of 90s. The assassination plots against Fidel Castro remain one of the strangest chapters of the Cold War. They included serious covert operations, some reckless schemes, exile conspiracies, organized crime
Starting point is 00:13:39 contacts, and ideas so bizarre that they almost sound like satire. Yet beneath the exploding cigar stories was something very real. The Cold War fears that a small island nation aligned with the Soviet Union and sitting just 90 miles off the coast of Florida could permanently alter the balance of power in the Americas. The efforts to kill Fidel Castro failed, but they revealed how far governments were willing to go in the name of national security during the Cold War. The executive producer of Everything Everywhere Daily is Charles Daniel. The associate producers are Austin Otkin and Cameron Kiefer.
Starting point is 00:14:19 Research in writing for the episode is provided by the Olivia Ash. I want to remind everyone that we're getting into the home stretch for the sixth anniversary episode, which will be appearing on July 1st. I'm going to be turning the show over to all of you. You can record a brief audio message that will appear on the show at speakpipe.com slash everything everywhere. Tell me who you are, where you're from, and what your favorite episode is. There's a link to the site at the top of the show notes and on the website. Today's review comes from listener Lily and the Smith family on Apple Podcasts in New Zealand. They write, incredible podcast. I listen every day while working and play it on road trips
Starting point is 00:15:03 from my family to listen to as well. We've just joined the Completionist Club too. Thank you, Gary. Well, thanks, Lily. I'm glad to see the Kiwi Completionist Club is expanding. Maybe you could put together a trivia team and call them the All Brains. Remember, if you leave a review of the podcast on any of the major podcast apps, you two can have it read on the show.

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