As much as it pains me to admit it, aC has a point here, general, specially since it was people from Trujillo's own inner circle the ones that would dispatch him, not your regular unarmed joe on the street. Unless the USA can play on any perceived discontent around Castro's inner circle, I'm afraid that the Cubans will have to sit this one out until both Castros die.

This is also a fact of life in Chile too, and it makes a lot of difference there, since they have as much social inequality as the DR, yet you don't see there the astounding crimes you would see over here.

First off even you admit that the small group of men who assassinated Trujillo were armed. And it was an Assassination not a popular uprising. In fact after Trujillo was killed nothing changed for awhile until US pressure forced elections in 1963

Libya was flush with weapons as Gaddafi had armed various tribal groups around the nation to maintain order and had huge stockpiles of weapons stashed all around the nation. Then Islamic militants also funnel weapons to the rebels across the border from Algeria and Egypt.

And lets us not forget if it wasn't for the European and US military assistance Gaddafi would probably be sipping Margaritas at a villa on the Med right now.

And what exactly was his point?
Trujillo's hit men, where all many years out of favor with the regime, and frankly outcasts, with one exception: Amado Garcia Guerrero who was an active lieutenant with the presidential guard.
Cuban legend General Ochoa was tricked by Fidel, who lied to him while imprisoned and promised him that he would pardon him at the end, because he was a hero of the revolution. It turned out that Fidel did not pardon him, so he would remain suspiciously silent throughout his kangaroo trial.
The people of Poland didn't have weapons, or many other formerly eastern block countries, like Rumania, who had a brutal dictatorship.
When I sat down with General José Miguel Soto Jimenez, and argued with him in a "tertulia" at his offices in SD, regarding his forensic study of the Trujillo assassination, and shared my view that the assassination could not have been carried, successfully, without the US supplied M-1 carbines, he replied: When a person or a group of persons are committed to killing somebody, nothing stops them at the end, except hesitating in their irrevocable desire for vengeance.

His point, general, is that you can't realistically expect the Cuban people to make a coup with their mere fists. The only way this could happen is if a faction of the military sided with them and armed them, as it happened here during the 1965 civil war, when the triumvirate was toppled.

I agree, but his argument is that the army is being paid off by Castro is null, because the army is composed of thousands of the lower ranks, that are not getting payolas.
I propose mass civilian demonstrations demanding a Cuban plebiscite, supervised and sanctioned by international UN observers, with two simple answers yes or no. Do the Cuban people want the Castro's to continue in power? or do they want some more options? Fidel did not agree to this, a few years back, because he knew after what happened in Chile's Pinochet government, that this was a lose-lose gamble.
Peaceful demonstrations can bring about the plebiscite, if heavily financed from abroad. If hundreds of thousands of Cubans, hit the streets, change will come.

Exactly, we must not forget the nationalistic element. Fidel is always preaching to the Cubans that the exiles "gusanos" are going to come back and take their real estate and holdings back from them.
This is why is so important to stress what happened to property in East Germany after the reunification.
And remove the damned economic blockade, without pre-conditions, that hurts the Cuban economy so much. The key to removing the Castro's is canceling the economic blockade that the US insists on upholding, even against US economic private interests.