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December 8, 2025 37 mins
As of Thursday, the Pentagon says it’s attacked 23 boats and killed at least 87 people as part of the Trump administration’s campaign against drug trafficking in the Caribbean.

In the months since the first strike on Sept. 2, one question has emerged that Defense Secretary Pete Hegseth cannot seem to shake: Are these boat strikes legal?

The White House says yes. But several members of Congress, legal experts, and former defense and intelligence officials have their doubts. Questions also remain about whether it’s legal for President Donald Trump to deploy the National Guard in cities across the country.

In this installment of our weekly politics series, “If You Can Keep It,” we convene a panel of experts on military law to help us find answers.

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