I don't see why anyone who had grown up in an established democracy would be expected to want to live in Castro's Cuba? The question signifies nothing really.
If you were a Cuban living under Batista's dictatorship, where Cuba was treated like a vassal state to U.S interests, then you might feel quite differently. Look at how Castro is revered in Latin America or in Africa for a perspective from a marginalised part of the word.
I can also sympathise with how difficult it must be to balance between embargo, sanctions and war from the U.S on one side, and a forced relationship with the rubbish Soviet Union on the other. I think a country is always going to suffer under those circumstances.
Some things Castro did brilliantly as @Electrifying points out; others - human rights, appalling. A bit hypocritical though for the offspring and friends of the Batista regime in Miami to be calling him out as evil though, especially when so many of our own national heroes were murderers.. I think we can respect Castro for what he did under the conditions, but no need to glorify him either. His kind of revolution hopefully belongs to an older era.