Cuba In Crosshairs: US Army Reportedly Checks Troop Availability As Trump Says Communist Regime “Will Fail”

President Trump told the United Nations General Assembly on Tuesday that the failed communist island nation of Cuba would see freedom, as the U.S. has not been shy about its intentions to kick the communist regime out of Havana. The U.S. has employed gunboat diplomacy through an oil blockade this year, as the failed state has seen its economy collapse even further.

“My administration is also seeking a fundamental change in the situation in Cuba, where the communist regime is under great pressure, the biggest pressure they’ve ever been under. It’s an absolutely failed state; it’s failing like never before, and it will fall,” Trump said in his speech at UNGA.

President Trump on Cuba at the UNGA:

“It’s an absolutely failed state, and it will fall… Communism will never be coming to America, but freedom will be coming to Cuba.” pic.twitter.com/JOPQVKD797

— Daily Wire (@realDailyWire) September 22, 2026

With Trump’s UNGA comments in mind, CBS News reports that it has reviewed an internal Army memo assessing the availability of military police, medical teams, and logistics units for possible use under Southern Command within 90 to 120 days.

The memo does not mention Cuba, identify troop numbers, or specify an operation. It also contains no indication that units have received deployment orders so far.

Here’s more color from the report:

The document reviewed by CBS News says Army Reserve headquarters is seeking feedback from subordinate commands on the possible availability of six types of formations that would fall under the authority of U.S. Southern Command. The units would “possibly [be] needed in 90-120 days,” according to the message, which directs commands to provide feedback to Army Reserve headquarters by Sept. 25. 

Among the units is a combat sustainment support battalion that specializes in coordinating logistics such as transportation, maintenance, fuel and supply needs, along with an engineer battalion. The document also seeks an expeditionary sustainment command that would oversee logistics across a theater of operations. 

The document generated last week also calls for a medical brigade to command and coordinate medical units, as well as a forward resuscitative and surgical detachment to provide emergency surgery and trauma care closer to U.S. forces. Finally, the document seeks a military police brigade — these units typically oversee military police forces responsible for security, detention and other law enforcement missions. 

In July, CBS reported that military planners had examined an air assault involving thousands of soldiers from the 101st Airborne Division. Another report by Politico in August suggested that the U.S. intelligence community had “sent spies and assets” to Cuba. Specifically, the outlet reported that the CIA had increased its presence on the island, which sits about 90 miles south of Florida.