It does. It is. It is no accident that Cuba has been the kindest and gentlest of Communist regimes (save for Allende).
I have not yet seen a good unscrambling of how much of Cuba's less-than-standard-relative-regress was due to Soviet subsidies: the collapse of the Cuban economy and of many Cuban social achievements after the end of the Soviet Union suggests a lot...
I am told (by my Cuban exile aunt) that Havana in the 1950s and early 1960s looked about as prosperous as San Juan...
Brad DeLong