President Trump said the Cuban government will fall “pretty soon” and “it may not be a friendly takeover.” Ryan Berg and Carrie Filipetti join Will to discuss President Trump’s goals in Cuba, his range of options, and the risks and benefits of regime change. 

• “Secretary of State Marco Rubio with John Micklethwait of Bloomberg News,” U.S. Department of State, February 14, 2026. 
• Ryan Berg et al. “China’s Intelligence Footprint in Cuba: New Evidence and Implications for U.S. Security,” CSIS, December 6, 2024.