Published:  10:46 AM, 21 September 2026 Last Update: 11:07 AM, 21 September 2026

Cuba and the United States Are Both Showing Follies: Resolving the Deadlock Is the Key to Restoring Reciprocal Trust

Cuba and the United States Are Both Showing Follies: Resolving the Deadlock Is the Key to Restoring Reciprocal Trust

Naomi Wolf

The relationship between Cuba and the United States has once again reached a difficult crossroads. After decades of hostility interrupted by brief periods of diplomatic engagement the two neighboring countries continue to struggle with mistrust competing political expectations and economic pressure. In 2026 their differences have deepened even as both sides have acknowledged the need for dialogue.

The central problem is not a lack of issues to discuss. There are too many. Washington objects to Cuba's political system and human rights record and it also cites national security concerns. Havana rejects what it considers Washington's interference in its internal affairs and has repeatedly called for an end to the long-standing U.S. economic embargo. The result is a diplomatic deadlock in which each side emphasizes the other's responsibilities while defending its own policies.

Recent developments illustrate the difficulty. Cuban officials acknowledged direct contacts with U.S. representatives earlier this year aimed at addressing bilateral differences. Yet by June Cuban Foreign Minister Bruno Rodríguez said the discussions had made no progress. He argued that continued U.S. sanctions and public threats were undermining the atmosphere required for negotiations. 

The United States meanwhile has continued expanding sanctions against Cuban officials and state-linked organizations. In May the Trump administration issued an executive order broadening sanctions related to Cuba and cited concerns about repression corruption and threats to U.S. national security and foreign policy. Additional sanctions followed during the summer. 

In September Washington imposed further sanctions on 11 Cuban entities connected to the mining and military sectors. U.S. officials said the measures were intended to pressure the Cuban government while Havana argued that the restrictions were worsening the hardships faced by ordinary Cubans. 

These opposing positions reveal a fundamental problem. The United States believes economic and political pressure can encourage changes in Cuban behavior. Cuba argues that such pressure constitutes coercion and interferes with its sovereignty. As long as these assumptions remain dominant it becomes difficult to create the trust necessary for meaningful negotiations.

The history of the relationship explains some of this mistrust. The Cuban Revolution of 1959 transformed the island's political system and brought it into close alignment with the Soviet Union during the Cold War. Washington subsequently imposed sweeping economic restrictions while relations deteriorated dramatically. The confrontation survived the end of the Cold War and became one of the longest-running disputes in the Western Hemisphere.

There have been periods when both countries demonstrated that a different relationship was possible. The Obama administration and the government of Raúl Castro restored diplomatic relations and expanded opportunities for travel and economic exchange. Embassies reopened in 2015 after more than five decades of diplomatic rupture. The process showed that even deeply entrenched disputes could be addressed through negotiation.

That opening did not last. Later U.S. administrations reversed or modified several aspects of the normalization process. The return of Donald Trump to the presidency has brought another period of intensified pressure. The Council on Foreign Relations describes the current period as one of renewed strain following earlier efforts toward normalization. 

Cuba's economic difficulties have added urgency to the dispute. The island has faced shortages of fuel food and medicine along with serious electricity problems. Cuban officials attribute a significant portion of the country's difficulties to U.S. sanctions while U.S. officials argue that Cuba's economic model and government policies are major causes of its problems. Both explanations form part of the political debate but neither side's position should automatically be treated as the complete explanation for a complicated economic crisis.

The Cuban government has also announced economic reforms designed to increase private-sector participation and attract investment. Cuban officials have emphasized that these changes are matters of national sovereignty. According to reports on the stalled talks the reforms were not themselves sufficient to break the diplomatic impasse. 

This raises an important question: What would it take to restore reciprocal trust?

The first requirement is sustained communication. Diplomatic relations cannot function effectively when public statements are dominated by threats accusations and demands. Governments may disagree sharply but negotiations require channels through which disagreements can be discussed privately and systematically.

The second requirement is reciprocity. If one side takes a step intended to reduce tension it should have an opportunity to see whether the other side responds. This does not mean that every measure must be exchanged on an identical basis. It means that diplomacy needs a process in which concessions and commitments can be tested rather than dismissed in advance.

The United States could examine whether certain restrictions can be adjusted in response to specific and verifiable Cuban actions. Cuba could similarly consider measures that address concerns about political freedoms economic transparency and treatment of civil society. Such steps would not require either government to abandon its basic political principles.

Human rights would inevitably remain part of the conversation. The United States has repeatedly criticized Cuba's record on political freedoms and treatment of dissent. Cuban officials reject U.S. criticism and argue that Washington uses human rights concerns as a justification for political pressure. A productive dialogue would need to address these disagreements directly rather than pretending they do not exist.

Economic engagement could also create practical areas of cooperation. Cuba and the United States are geographically close and have longstanding social and cultural connections. Issues such as agriculture public health disaster preparedness environmental protection maritime safety and migration could provide opportunities for cooperation even when political disagreements remain unresolved.

Migration is especially important. Large-scale migration from Cuba affects both countries. Cooperation on legal migration procedures family reunification border management and the prevention of dangerous journeys could benefit citizens on both sides. Migration policy can become a point of confrontation but it can also become an area where practical cooperation produces measurable results.

People-to-people connections should not be underestimated. Cuban Americans maintain family and cultural ties with the island. Academic institutions religious organizations humanitarian groups and businesses can also contribute to greater understanding. Government policy affects interests in agriculture tourism telecommunications energy and other sectors while Cuban consumers and entrepreneurs could benefit from broader access to goods and investment. Any expansion of economic ties would need to operate within applicable laws and address legitimate concerns about where financial benefits ultimately go Cuba to transform its political system simply because Washington demands it. Cuba cannot reasonably expect Washington to disregard its own laws and concerns about human rights and security difficult question. Sanctions are intended to influence governments by imposing economic or political costs. Yet broad restrictions can also affect ordinary citizens and private businesses. Cuban officials argue that current pressure has contributed to shortages and blackouts while U.S. officials maintain that sanctions are directed at the Cuban government and associated entities. The competing claims underscore the importance of examining the cannot be restored through declarations alone. It requires evidence. If Cuba promises reforms the international community can examine whether those reforms are implemented. Harsh rhetoric may satisfy domestic political constituencies but it can make compromise more difficult. Diplomatic language should leave that the two governments are equally responsible for every problem but as a warning against policies that allow mistrust to become self-perpetuating. When each side sees every action by the other as evidence of bad faith the possibility of compromise gradually Castro showed that adversaries can establish communication even after decades of confrontation. The subsequent deterioration demonstrates equally clearly well as realism. Neither Washington nor Havana can solve decades of disagreement through a single summit. A durable improvement would require repeated negotiations and different political systems can maintain diplomatic relations and cooperate on issues of mutual interest. The United States has disagreements with many governments while maintaining channels for diplomacy. Cuba and and improved relations could be significant. For the United States a more stable relationship with a nearby country could provide opportunities for cooperation on migration trade security and regional affairs. For ordinary Cubans and Americans the greatest benefit could simply be a reduction fundamental dispute and dialogue alone will not resolve it either. Both must be accompanied by concrete actions and verifiable The United States must also recognize that sustainable diplomacy requires respect for Cuban sovereignty and an acknowledgment that coercive measures can Their proximity ensures that their decisions will continue to affect one another. The longer their deadlock persists the more difficult it becomes to address problems therefore more than another chapter in a long history of disagreement. It is an opportunity to reconsider whether confrontation remains the these relationships but cannot entirely determine them.

The economic relationship deserves careful consideration as well. American businesses have potential interests in agriculture tourism telecommunications energy and other sectors while Cuban consumers and entrepreneurs could benefit from broader access to goods and investment. Any expansion of economic ties would need to operate within applicable laws and address legitimate concerns about where financial benefits ultimately go.

Neither country is likely to obtain everything it wants through negotiation. That is the nature of diplomacy. The United States cannot expect Cuba to transform its political system simply because Washington demands it. Cuba cannot reasonably expect Washington to disregard its own laws and concerns about human rights and security. The practical path lies in identifying areas where both governments can make limited progress.

The use of sanctions presents another difficult question. Sanctions are intended to influence governments by imposing economic or political costs. Yet broad restrictions can also affect ordinary citizens and private businesses. Cuban officials argue that current pressure has contributed to shortages and blackouts while U.S. officials maintain that sanctions are directed at the Cuban government and associated entities. The competing claims underscore the importance of examining the actual effects of specific measures rather than relying only on political rhetoric. 

Trust cannot be restored through declarations alone. It requires evidence. If Cuba promises reforms the international community can examine whether those reforms are implemented. If Washington promises flexibility it can demonstrate that flexibility through concrete policy changes. Mutual confidence grows when commitments are followed by observable actions.

Both countries also need to distinguish national interests from political symbolism. Harsh rhetoric may satisfy domestic political constituencies but it can make compromise more difficult. Diplomatic language should leave room for negotiation rather than making every disagreement appear existential.

The phrase "both are showing follies" can therefore be understood not as an assertion that the two governments are equally responsible for every problem but as a warning against policies that allow mistrust to become self-perpetuating. When each side sees every action by the other as evidence of bad faith the possibility of compromise gradually disappears.

History demonstrates that this cycle can be interrupted. The restoration of diplomatic relations under Obama and Raúl Castro showed that adversaries can establish communication even after decades of confrontation. The subsequent deterioration demonstrates equally clearly that diplomatic progress can be reversed when political priorities change.

The current moment therefore demands patience as well as realism. Neither Washington nor Havana can solve decades of disagreement through a single summit. A durable improvement would require repeated negotiations and practical agreements that survive changes in leadership.

The ultimate objective should not necessarily be complete agreement. Countries with fundamentally different political systems can maintain diplomatic relations and cooperate on issues of mutual interest. The United States has disagreements with many governments while maintaining channels for diplomacy. Cuba and the United States can similarly pursue coexistence without resolving every ideological dispute.

For Cuba the benefits of greater economic openness and improved relations could be significant. For the United States a more stable relationship with a nearby country could provide opportunities for cooperation on migration trade security and regional affairs. For ordinary Cubans and Americans the greatest benefit could simply be a reduction in uncertainty and hostility.

The path forward begins with a simple recognition: pressure alone has not resolved the fundamental dispute and dialogue alone will not resolve it either. Both must be accompanied by concrete actions and verifiable commitments.

Cuba must engage seriously with legitimate concerns about governance human rights economic management and transparency. The United States must also recognize that sustainable diplomacy requires respect for Cuban sovereignty and an acknowledgment that coercive measures can have consequences for ordinary people.

Reciprocal trust does not mean trusting blindly. It means establishing mechanisms through which each side can verify the other's actions. It means replacing assumptions with evidence and threats with negotiations.

The United States and Cuba are separated by political ideology but not by geography. Their proximity ensures that their decisions will continue to affect one another. The longer their deadlock persists the more difficult it becomes to address problems that neither country can solve independently.
A new approach would not require either government to surrender its principles. It would require both to recognize that diplomacy is most useful when it produces practical results.

The current impasse is therefore more than another chapter in a long history of disagreement. It is an opportunity to reconsider whether confrontation remains the only available language. Resolving the deadlock will require restraint from Washington and Havana alike along with sustained dialogue measurable commitments and reciprocal steps. Restoring trust will not be easy but it remains possible if both countries replace the politics of permanent suspicion with the discipline of patient diplomacy.


Naomi Wolf is an American 
journalist and author. 
Courtesy: Huffington Post



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