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Trump Highlights Cuban Regime's Endurance Through U.S. Presidencies

Sunday, January 11, 2026 by Daniel Vasquez

Trump Highlights Cuban Regime's Endurance Through U.S. Presidencies
Donald Trump and Fidel and Raúl Castro - Image by © CiberCuba / Sora and social networks

Former President of the United States, Donald J. Trump, once again turned to social media to deliver a pointed message concerning Cuba, this time amplifying a direct criticism of the Castro regime's long-standing grip on power.

On his Truth Social account, Trump reshared a tweet by Marc Thiessen, a writer and former White House speechwriter, who on January 8 remarked, "The Cuban regime has outlasted every president since Eisenhower. Wouldn't it be great if that streak ended with Donald Trump?"

This message, reposted by Trump without any further comment, arises amidst escalating tensions between Washington and Havana.

Following the U.S. military operation that led to the capture of Venezuelan dictator Nicolás Maduro, relations between the United States and Cuba—a traditional ally of Caracas—have reached a critical juncture.

The U.S. government has intensified its warnings against the Cuban regime and has further curtailed the energy support that Venezuela had recently been providing to Cuba.

On Sunday, Trump declared, "There will be no more oil or money for Cuba," urging Havana to engage in negotiations with Washington before it's "too late."

These posts contribute to a confrontational tone in foreign policy, as part of an effort to bring an end to the communist regime, which has been in power for over six decades under various generations of the Castro family and their successors.

Thiessen's reference, along with Trump's implicit endorsement by resharing the comment, highlights the perception that the Cuban regime, having survived despite economic crises, global changes, and numerous U.S. administrations, is nearing its ultimate demise if regional pressure continues following Maduro's capture.

Understanding the Implications of U.S.-Cuba Relations

Why did Trump share Thiessen's comment about the Cuban regime?

Trump shared Marc Thiessen's comment to emphasize his stance against the Cuban regime and to highlight the notion that its long-standing power could potentially end during his political influence.

How have U.S.-Cuba relations changed following Maduro's capture?

The capture of Nicolás Maduro has led to heightened tensions between the United States and Cuba, with the U.S. increasing pressure and warnings against the Cuban government and cutting off energy support from Venezuela.

What is the significance of the U.S. restricting energy support to Cuba?

Restricting energy support to Cuba is significant as it aims to weaken the Cuban government by cutting off vital resources that have been provided by its ally, Venezuela, thereby increasing internal pressure on the regime.

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