First Venezuela, Now Cuba? Trump Hints at Next Major ‘Monroe Doctrine’ Movie

Arriving at Mar-a-Lago for the wedding of White House Presidential Personnel Office Director Dan Scavino Jr. and Republican strategist Erin Elmore, President Trump briefly shifted the focus from celebration to geopolitics, delivering pointed remarks on Iran and Cuba that underscored the administration’s posture toward two long-standing adversaries. The comments were short, but their implications were unmistakable.

Asked about Iran after the country’s Supreme Leader warned that a U.S. strike could ignite a regional war, Trump dismissed the rhetoric as predictable while reminding listeners of American military power already positioned nearby.

He referenced the presence of U.S. naval assets “very close” to the region and framed the situation as a choice for Tehran: negotiate, or face the consequences. The phrasing was measured, but the structure of the response conveyed a familiar strategy—extend the possibility of a deal while signaling that force remains very much on the table.


That approach fits a broader pattern in Trump’s foreign policy, one that emphasizes leverage before diplomacy. Iran’s ruling clerics have long relied on brinkmanship and threats to extract concessions, but the president’s remarks suggested little patience for delay tactics. Any agreement that preserves the existing theocratic power structure, critics argue, would merely postpone a deeper confrontation. Trump’s comments left open the possibility that negotiations are less an end in themselves than a final offramp before escalation.

On Cuba, Trump struck a different but related tone. He described the communist regime as a “failing nation” facing a humanitarian crisis, worsened by the collapse of support from Venezuela.

Unlike Iran, Cuba lacks the military capacity to destabilize an entire region, but it remains strategically relevant due to its historical alignment with Russia and continued ties to Moscow under Vladimir Putin. Trump indicated that talks are underway with senior Cuban officials and emphasized concern for Cuban-Americans separated from family members by decades of repression and travel restrictions.


The president framed potential engagement with Havana not as an ideological concession, but as a practical response to a deteriorating situation. By highlighting humanitarian concerns and family reunification, he signaled an interest in outcomes rather than symbolism, while still portraying the Cuban system as fundamentally broken.