Cuba Libre?
April 16, 2026
51 min
Full
425 of 439

April 16, 2026
Cuba Libre?
0:00 / 51:39
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Lost Debate Episodes Around April 16, 2026
Episode 425 of 439 — walk the feed in the order it was published.
51:39This episodeCuba Libre?
Summary
When Ravi Gupta was a struggling high school student, he pulled Jon Lee Anderson’s biography of Che Guevara off his mom’s bookshelf—and it became the first book that truly grabbed him, shaping how he saw the world. That personal connection sparks a wide-ranging conversation about how Anderson’s globe-trotting childhood led him to report from the frontlines of history and build trust with everyone from warlords to world leaders. The episode traces Cuba’s dramatic ups and downs—from the economic collapse of the 1990s to Barack Obama’s brief attempt at reopening relations—and why the country now feels closer to crisis again. And it ends with an unforgettable twist: Anderson’s own unlikely role in uncovering what happened to Che Guevara after his death.
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