90. JFK vs the CIA: The Battle for Cuba (Ep 1)

The Rest Is Classified

“I think that Senator Kennedy's policies and recommendations for the handling of the Castro regime are probably the most dangerously irresponsible recommendations that he's made during the course of this campaign.”


That was Richard Nixon, in the final presidential debate of 1960, targeting John F. Kennedy's stance on Cuba. Fidel Castro has seized power, transforming Cuba, a former “playground” for American mobsters and corporations, into a nationalist state opposing the US. The Eisenhower administration, determined to oust him, tasks the CIA to destabilise and replace the regime.


Join Gordon and David as they introduce the formidable figures at the heart of this confrontation: the charismatic and increasingly communist-aligned Castro, and the brilliant, manic CIA Deputy Director for Plans, Dickie Bissell. Discover the CIA's initial ludicrous ideas - from drug-laced food to a plan to make Castro's beard fall out - and the dangerous decision to subcontract a deadly task: a plot to "eliminate" Fidel, with the American Mafia.


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Join The Declassified Club: Start your free trial at ⁠⁠therestisclassified.com⁠⁠ - go deeper into the world of espionage with exclusive Q&As, interviews with top intelligence insiders, quarterly livestreams, ad-free listening, early access to episodes and live show tickets, and weekly deep dives into original spy stories. Members also get curated reading lists, special book discounts, prize draws, and access to our private chat community.


To sign up to the free newsletter, go to: ⁠⁠https://mailchi.mp/goalhanger.com/tric-free-newsletter-sign-up⁠ ⁠


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Order a signed edition of Gordon's latest book, The Spy in the Archive, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠via this link.⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠


Order a signed edition of David's latest book, The Seventh Floor, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠via this link.⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠


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Email: classified@goalhanger.com


Twitter: ⁠⁠⁠⁠⁠⁠⁠@triclassified⁠⁠⁠⁠⁠⁠⁠


Video Editor: Nathan Copelin


Social Producer: Emma Jackson


Producer: Becki Hills


Senior Producer: Dom Johnson

Learn more about your ad choices. Visit podcastchoices.com/adchoices

More description

“I think that Senator Kennedy's policies and recommendations for the handling of the Castro regime are probably the most dangerously irresponsible recommendations that he's made during the course of this campaign.”


That was Richard Nixon, in the final presidential debate of 1960, targeting John F. Kennedy's stance on Cuba. Fidel Castro has seized power, transforming Cuba, a former “playground” for American mobsters and corporations, into a nationalist state opposing the US. The Eisenhower administration, determined to oust him, tasks the CIA to destabilise and replace the regime.


Join Gordon and David as they introduce the formidable figures at the heart of this confrontation: the charismatic and increasingly communist-aligned Castro, and the brilliant, manic CIA Deputy Director for Plans, Dickie Bissell. Discover the CIA's initial ludicrous ideas - from drug-laced food to a plan to make Castro's beard fall out - and the dangerous decision to subcontract a deadly task: a plot to "eliminate" Fidel, with the American Mafia.


-------------------


Join The Declassified Club: Start your free trial at ⁠⁠therestisclassified.com⁠⁠ - go deeper into the world of espionage with exclusive Q&As, interviews with top intelligence insiders, quarterly livestreams, ad-free listening, early access to episodes and live show tickets, and weekly deep dives into original spy stories. Members also get curated reading lists, special book discounts, prize draws, and access to our private chat community.


To sign up to the free newsletter, go to: ⁠⁠https://mailchi.mp/goalhanger.com/tric-free-newsletter-sign-up⁠ ⁠


-------------------


Order a signed edition of Gordon's latest book, The Spy in the Archive, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠via this link.⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠


Order a signed edition of David's latest book, The Seventh Floor, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠via this link.⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠


-------------------


Email: classified@goalhanger.com


Twitter: ⁠⁠⁠⁠⁠⁠⁠@triclassified⁠⁠⁠⁠⁠⁠⁠


Video Editor: Nathan Copelin


Social Producer: Emma Jackson


Producer: Becki Hills


Senior Producer: Dom Johnson

Learn more about your ad choices. Visit podcastchoices.com/adchoices

2025-10-12 62 min
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