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All eyes on what Trump will do in Cuba after Venezuela and Iran

Channel: MS NOW Published: 2026-05-22 18:45
MS NOW

A MS NOW segment argues Trump may be preparing a Cuba operation after Venezuela and Iran, but the guest says Cuba is a much harder target than Venezuela and that external pressure may actually strengthen the Cuban leadership.

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Detailed summary

The transcript frames Cuba as the next possible focus in a Trump foreign-policy pattern that previously targeted Venezuela and Iran. The intro alleges military assets are entering the Caribbean, the CIA is on the ground, and Secretary of State Marco Rubio is publicly describing Cuba as a national security threat while the Cuban UN ambassador calls the U.S. posture a pretext for aggression. The segment also highlights Cuba’s worsening humanitarian and energy crisis, including fuel shortages, rolling blackouts, and the arrival of the aircraft carrier Nimitz in the southern Caribbean. The interview centers on Lissandro Perez, a professor and chair of Latin American Studies at John Jay College, who argues that an operation against Cuba would be far less straightforward than the Venezuela playbook. …

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Main takeaways

  1. The segment’s core thesis is that Trump may be considering Cuba after Venezuela and Iran, using a familiar coercive/regime-pressure playbook.
  2. The guest argues Cuba is harder to destabilize than Venezuela because the leadership is more unified and the security apparatus is personally loyal to Raúl Castro.
  3. External threat can consolidate support for the Cuban government rather than weaken it.
  4. The piece mixes geopolitical signaling, humanitarian crisis reporting, and regime-change speculation, but the guest is notably cautious about the chances of success.

Market read by horizon

Short term

Near term, this is mostly a geopolitical headline risk: rhetoric and military signaling around Cuba can intensify quickly, but the transcript does not establish an imminent operational move. The immediate risk is overreading the setup before there is evidence of internal Cuban fracture or a concrete U.S. action.

  • Watch for any further U.S. military posturing in the Caribbean, especially the presence and duration of the Nimitz and escort ships.
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  • Near-term rhetoric from Marco Rubio and Trump officials is a key catalyst; that messaging can escalate quickly even without immediate kinetic action.
  • Cuba’s fuel shortages, blackout conditions, and domestic unrest raise the risk of miscalculation or humanitarian deterioration.
Mid term

Over the coming weeks, the likely path is continued pressure, sanctions-style signaling, and Cuban hardening rather than a quick regime breakthrough. The thesis weakens if Washington cannot convert pressure into insider defections or if the Caribbean force posture proves temporary.

  • Over the next several weeks, the base case in the transcript is continued pressure and signaling rather than a clearly executable regime-change outcome.
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  • The guest’s view implies that unless there is a clear fracture inside Cuba’s security elite, the strategy is unlikely to produce rapid political change.
  • The more likely evolution is a standoff: U.S. coercion, Cuban propaganda/mobilization, and continued domestic hardship on the island.
Long term

Structurally, the segment argues that Cuba is a poor fit for copy-paste regime-change tactics from Venezuela. The lasting implication is that external coercion may repeatedly strengthen Havana’s cohesion, making U.S. pressure more symbolic than transformative.

  • The transcript suggests a durable lesson that external U.S. pressure often strengthens authoritarian cohesion in Cuba rather than breaking it.
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  • It also reinforces a broader regime-change pattern: success in one country does not necessarily transfer to another with different institutions and loyalty structures.
  • Longer term, the enduring issue is whether U.S.-Cuba policy remains driven by symbolism and domestic politics rather than a realistic theory of political change.
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Key claims (8)

UNCLEAR U.S.-Cuba relations Cuba

Trump is now focused on Cuba after Venezuela and Iran.

The opening narration explicitly sequences Venezuela, Iran, then Cuba as the next target of attention.

BULLISH geopolitics Caribbean military posture

U.S. military assets are entering the Caribbean as part of the pressure campaign.

The intro links Caribbean force posture to the Cuba story, though the transcript does not verify operational intent in detail.

BEARISH U.S.-Cuba policy Cuba

Marco Rubio is directly framing Cuba as a national security threat to justify possible action.

The transcript quotes Rubio calling Cuba a national security threat and saying the president has an obligation to address it.

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Assets discussed (4)

Cuba
BEARISH other

The discussion centers on worsening conditions, fuel shortages, blackouts, and the possibility of U.S. coercive action or regime pressure.

Venezuela
NEUTRAL other

Used as a policy and regime-change comparison point for Cuba rather than as a tradable view.

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Speakers

HOST MS NOW host GUEST Lissandro Perez

Interview (3 Q&A)

Cuba vs Venezuela strategy

Why do you think an operation against Cuba might not be as straightforward as what Trump pulled off in Venezuela?

Perez says Cuba has stronger internal cohesion, better protection for Raúl Castro, and a military elite personally loyal to him, making a quick break harder than in Venezuela.

Raúl Castro capture implications

What would abducting or capturing Raúl Castro symbolize, and would it matter strategically?

Perez says it would be symbolically powerful, especially for Cuban Americans who want accountability, but it would be hard to imagine and unlikely to change regime behavior.

Policy motive

Is this a real strategic doctrine or more a South Florida political/cultural gesture?

Perez says it would have symbolic impact but not a real regime-changing effect; external threats tend to unify Cubans and help the leadership rally support.

Where this transcript pushes against consensus

  • The transcript implies a more active U.S. operation than is actually established; some of the military/CIA claims are presented as signs rather than verified facts.
  • The host frames Venezuela as a successful blueprint and Iran as another failed attempt, but the supporting evidence for those analogies is thin in the segment.
  • The idea that arresting or abducting Raúl Castro would materially alter Cuban politics is questioned by the guest, making the host-side premise seem overstated.
  • The causal link between U.S. pressure and immediate Cuban regime collapse is weak; the guest explicitly argues the opposite, that it may reinforce the regime.

Topics

Cuba regime changeTrump foreign policyVenezuela playbookIran comparisonMarco RubioRaúl CastroCuban humanitarian crisisU.S. military posture in the CaribbeanU.S.-Cuba relations

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