Trump’s Deadly Attacks in the Caribbean Sea | Crooked Media
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October 21, 2025
What A Day
Trump’s Deadly Attacks in the Caribbean Sea

In This Episode

Since the start of September, President Donald Trump has ordered a series of lethal strikes on boats in the Caribbean Sea, killing dozens of people. His administration has justified the attacks by accusing the boats of carrying drugs. But, we’re more than two months in, and we still haven’t seen any substantial evidence that the people killed were involved in trafficking narcotics. Meanwhile, Trump appears to be focused on Venezuelan President Nicolás Maduro, and last week, Trump acknowledged he authorized the CIA to conduct covert operations in Venezuela. So, to talk more about Venezuela and the legality- or lack thereof- of the Trump administration’s ongoing campaign in the Caribbean Sea, we spoke with Tess Bridgeman, co-editor-in-chief of Just Security and Senior Fellow and Visiting Scholar at the Reiss Center on Law and Security at NYU School of Law. She previously served as Special Assistant to the President, Associate Counsel to the President, and Deputy Legal Adviser to the National Security Council (NSC), and at the U.S. State Department in the Office of the Legal Adviser.
And in headlines, Vice President JD Vance visits Israel as Hamas continues to return the bodies of hostages, ICE recruits are going up against fitness testing, and the government is as shutdown as ever.
Show Notes:

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