Once the initial influx is over, Cuba will be become another country with both a very rich and very poor class. Obviously this is just my opinion, just as you have yours.
American hotels will spring up in Cuba and American tourists will come. There will still be abject poverty in much of Cuba.
Certainly Cuba will be much better over all than it is under Castro but to think it will fare any differently than the rest of the region seems to be unrealistic to me. What is it to you that disinguishes Cuba from the rest of the Carribbean?
I formulate my opinion on past history, and facts that I have readily available to me.
The fact that Cubans pre-Castro built a solid economy, and the fact that post-Castro they created tremendous wealth as immigrants, is sufficient basis to believe that what was done once there, and once here, will be done there once again. There is no need to migrate back to Cuba to accomplish this, it will be done from here.
The sugar families of Cuba are still in the sugar business today here in the US, and they will return to grow cane there. They will introduce 40 years of modernization and return the island to its rightful place among the sugar giants in the world.