Cuba At A Crossroads: Why U.S. Policy Still Matters Webinar

The Cuban Revolution has reached a critical juncture. Despite decades of U.S. economic sanctions, Cuba maintains trade relations with nearly every other country, highlighting the limited global reach of the embargo. However, the Cuban government remains entrenched in an outdated and inefficient economic model that continues to stifle growth and innovation. The Trump Administration believes that previous efforts at normalization empowered the regime’s military and intelligence sectors while doing little to improve the lives of ordinary Cubans. President Trump’s renewed policy—outlined in the June 2025 National Security Presidential Memorandum—reinstates strict limits on U.S. tourism and financial transactions that benefit the Cuban government, while promoting support for civil society, internet access, and private enterprise. With Fidel Castro deceased and Raúl Castro now 94, the nation faces a looming leadership transition. Most concerning for long-term stability is the accelerating exodus of young, educated Cubans—particularly university graduates—who are leaving in record numbers. This brain drain not only undermines Cuba’s future prospects but also signals deep dissatisfaction with the current system. These trends warrant close attention from policymakers, as they may reshape regional dynamics and migration patterns in the near future. What are the outcomes and unintended consequences of the Trump Administration’s approach? How are other countries responding to Cuba’s economic crisis, and what does that mean for U.S. influence in the region? The World Affairs Council of Atlanta speaks with former diplomat Amanda Mattingly who now runs an international risk and business consulting firm.

Distinguished Speaker

Amanda Mattingly

Amanda Mattingly is a former US diplomat and founder of ACM Global, an international risk and business consulting firm working with clients operating or investing overseas. Amanda has studied, traveled, and worked on projects throughout Latin America, including in Cuba. She is a co-founder of Art of Diplomacy Tours and lives in Atlanta, GA.