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Cuba’s Free Ride from Venezuela Is Over — Trump Says ‘Make a Deal or Starve’

Trump’s Ultimate Cuba Ultimatum: “Zero Oil or Money — Make a Deal Before It’s Too Late”

In a bold geopolitical move reverberating across the Americas, U.S. President Donald Trump has issued what many analysts are calling the most dramatic foreign policy ultimatum in recent memory — Cuba will receive no more Venezuelan oil or financial support unless it negotiates directly with the United States. The statement, made on Trump’s Truth Social platform on January 11, 2026, signals a seismic shift in Washington’s strategy toward both Cuba and Venezuela, and could reshape regional diplomacy, energy markets, and global power balances. 

This blog post explores the implications of Trump’s declaration, the historical context of Cuba‑Venezuela relations, the evolving U.S. policy framework, potential economic fallout, and the urgent call for strategic diplomacy that now defines Caribbean geopolitics.

🔎 The Ultimatum: A Clear, Unyielding Message

President Trump’s message was stark and unequivocal:

> “THERE WILL BE NO MORE OIL OR MONEY GOING TO CUBA — ZERO! I strongly suggest they make a deal, BEFORE IT IS TOO LATE.” 



This statement came days after U.S. forces conducted a high‑profile operation in Venezuela, culminating in the capture of deposed leader Nicolás Maduro — a longtime close ally of Havana. Trump’s message was positioned not merely as rhetoric but as a strategic policy announcement intended to sever Cuba’s lifeline from Caracas and pivot Havana toward direct engagement with Washington. 

In Trump’s telling, Cuba’s decades‑old economic survival strategy — importing subsidized oil from Venezuela in exchange for intelligence and security support — has effectively ended. He argued that Venezuela no longer “needs protection from thugs and extortionists” and that the U.S., as “the most powerful military in the world,” now stands as Venezuela’s protector. 

📍 The Cuba‑Venezuela Energy Alliance: A Lifeline Cut

For over two decades, Cuba has leaned heavily on Venezuela to fuel its economy. Beginning with the close alliance forged between Fidel Castro and Hugo Chávez in the late 1990s, Havana received large amounts of heavily discounted Venezuelan oil. In many years, oil shipments supplied up to 30% to 50% of Cuba’s total energy needs, helping power everything from electricity grids to transportation and fueling basic economic activity across the island. 

In exchange, Cuba provided a range of personnel — from intelligence operatives to medical workers — to support Venezuela’s government and regional security apparatus. This was more than an economic relationship; it was a strategic alliance cemented over years of mutual political solidarity. 

With Maduro’s ouster and subsequent U.S. moves to seize Venezuelan oil tankers and tighten control of oil exports, that arrangement is now effectively dissolved. And the impact on Cuba — already battered by decades of U.S. embargoes, economic stagnation, and energy shortages — could be profound. 

📉 Economic Impacts: Cuba on the Brink

Cuba’s economy has been in a fragile state long before this ultimatum. Frequent power outages, rising unemployment, inflation, and widespread shortages of food, fuel, and medicine have defined the island’s economic landscape for years. The reliance on Venezuelan crude made Cuba particularly vulnerable to shifts in Caracas’s capacity to supply energy — a vulnerability now exposed in stark relief. 

Without Venezuelan oil:

Fuel shortages are likely to worsen, exacerbating transport and public services crises.

Electricity blackouts could become more widespread and prolonged, affecting everything from health services to water treatment.

Economic output may contract sharply, as energy inputs are foundational to industry and commerce.

Social unrest may rise, particularly if shortages persist. 


U.S. intelligence assessments — including reports from the CIA — have highlighted the fragility of Cuba’s political and economic structures. Despite this, current analysts do not uniformly predict imminent regime collapse, but they acknowledge the rising risk of systemic instability should the oil lifeline fully evaporate. 

🌎 Regional and Global Reactions

Cuba’s Defiant Response

Cuban leadership, including Foreign Minister Bruno Rodríguez Parrilla, has rejected Washington’s pressure as illegitimate and unlawful. In a social media post, Rodriguez emphasized Cuba’s sovereign right to import fuel from any willing exporters and denied that security support to Venezuela was compensated materially. He condemned U.S. behavior as aggressive “criminal” interference in sovereign affairs. 

Cuban President Miguel Díaz‑Canel has also publicly condemned the U.S. action in Venezuela and the threats against Havana, framing them as violations of international law and an attempt to destabilize Cuba. 

🔗 Why Now? The Trump Administration’s Strategic Calculus

Trump’s ultimatum arrives at a moment of intense geopolitical repositioning:

1. U.S. Forces Seize Maduro — The capture of Venezuela’s leader dramatically alters traditional spheres of influence in the region. 


2. Control of Venezuelan Oil — The U.S. is negotiating deals to redirect Venezuelan oil revenue into U.S.‑supervised accounts and open up Venezuelan crude markets to American companies and investors. 


3. Pressure on Allies of Moscow and Beijing — The administration has been vocal about reducing Russian and Chinese influence in Latin America, signaling a broader strategic pivot. 


4. Economic Leverage as Foreign Policy Tool — Cutting off vital economic resources is clearly intended to force diplomatic engagement or political realignment. 

📌 What Would a “Deal” Look Like?

Trump’s ultimatum does not specify the terms of the “deal” he wants Cuba to pursue with the U.S. Experts speculate such an agreement could involve:

Normalization of diplomatic relations

Economic cooperation agreements

Energy trade deals with U.S. companies

Political reforms tied to economic incentives


However, critics argue that Cuba is unlikely to capitulate without significant concessions, and major diplomatic negotiations would be required to bridge decades of mistrust and hostility. The history of U.S.–Cuba relations — marked by Cold War antagonism, embargoes, and failed diplomatic overtures — suggests that reaching a mutually acceptable deal may be extraordinarily challenging.

🧠 Implications for the Future

For Cuba

The island faces a period of profound uncertainty. The loss of its primary energy supply partner adds external pressure to an already struggling economy. Should a negotiated deal fail to materialize, Cuba may be pushed deeper into crisis, potentially destabilizing the government and driving increased migration flows. 

For the U.S.

Trump’s approach marks a departure from traditional U.S. policies toward Cuba, which have alternated between diplomatic engagement and economic sanctions over the past 60 years. Whether this assertive stance yields long‑term strategic gains or fuels anti‑American sentiment in the region remains an open question.

For Latin America

This development influences broader regional dynamics. Countries across Latin America and the Caribbean will be watching closely as power balances shift, alliances realign, and economic dependencies are tested.

📌 Conclusion: A Turning Point in Hemisphere Politics

President Trump’s ultimatum — no more Venezuelan oil or money for Cuba unless it “makes a deal” with the United States — is more than a provocative statement. It reflects a deepening strategic reorientation by Washington, a potential economic catastrophe for Havana, and a critical moment in U.S.–Caribbean relations. 

As this story continues to unfold, it will no doubt influence regional diplomacy, energy markets, and the broader geopolitical landscape for years to come.

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