Just like American society, in general, is obsessed with the cult of the entertainment personality, the U.S. government, in the case of their Cuba related policies, is obsessed with two words: transition and dictatorship.
The U.S. government longs for turning back the clock to the era of the neo-republic (1902-1958) when they intervened regularly and repeatedly in the internal affairs of the Cuban people. And so, they constantly use the word 'transition' to continue their wild dreams and wishful thinking about a return to the pre-1959 era.
They want a "transition" from present day native Cuban socialism to the old-style American dog-eat-dog capitalism. The nationalizations of the Revolution would be undone, the social programs and accomplishments since 1959 would be reversed and a government by the Miami mafia would be reestablished.
The other word is "dictatorship." The U.S. government constantly talks, ad nauseam, about the dictatorship of Fidel or Raul Castro. But they fail to realize that people in Cuba are not dumb. To the U.S. government, a dictatorship is a government that does not constantly kiss the rear end of Uncle Sam. Did you ever hear a U.S. government official call the governments of Somoza, Batista, Trujillo, Duvalier, Pinochet, or the generals of Brazil and Argentina a dictatorship? Of course not.
The present Cuban government may not be perfect, but at least now Cubans govern Cuba. Let the Cuban Mafia stay in Miami, or they can move to El Salvador.