The Cuban government failed to implement necessary economic reforms during the 'Obama window' of opportunity, leaving the economy fragile and far more susceptible to the subsequent 'maximum pressure' campaign from the U.S.

An expert assesses a 70-80% probability that Cuba will cut a deal with the Trump administration, similar to Venezuela's. Lacking a foreign patron like the USSR or Chavez-era Venezuela, the Cuban regime is motivated by economic desperation to make a pragmatic deal, trading alignment for relief from US sanctions to maintain power.

Despite a strong sense of nationalism, suffering in Cuba has become so profound that many citizens now see American intervention as the only path to change. Their desperation for a resolution outweighs their historical opposition to foreign involvement, viewing it as a "get it over and done with" scenario.

Despite facing extreme economic scarcity, crippling power outages, and decades of US pressure, the Cuban government's collapse is not imminent. Analysts warn against underestimating the regime's staying power, citing its highly disciplined organization and a core of revolutionaries who have defied predictions of their demise.

Military strikes on industrial targets, while tactically successful, often energize the targeted population and regime. This creates political backlash that overwhelms the military effects, ultimately making the adversary stronger and more unified, as was seen in Vietnam.

The hope that airstrikes can catalyze a popular uprising for regime change is historically unfounded. Unlike in Afghanistan or Libya where local ground forces existed, there is no organized army on the ground in Iran to capitalize on air power, making a decapitation strategy highly unlikely to succeed.

By refusing to bend to pressure, the Cuban government forces the US into a difficult position: either back down or escalate to a full-scale invasion, a politically unpalatable option the US wants to avoid.

Instead of direct military intervention, a modern strategy involves crippling a nation's economy and military so severely that the regime deteriorates from internal pressure. This approach aims to force a collapse without committing ground troops, which is politically unpopular.

Cuba's unified, long-standing leadership contrasts sharply with Venezuela's competing factions and questioned presidential legitimacy, making a simple 'decapitation' strike strategy ineffective and irrelevant for Havana.