Puerto Rico
Dominican Republic
Cuba
100

The Spanish-American war happened in this year, and Spain lost its last colonies: Guam, Philippines and Puerto Rico. 

What is 1898? 

100

One of the most famous and cruel dictators in Latin America. He was favorable to the U.S economic interests in the island. 

Who is Rafael Trujillo? 

100

It is a basic product that was produced in big quantities during the Spanish colonial rule. The US had investments on it since the 19th century. 

What is sugar? 

200

IN 1917, the Foraker Act granted this to Puerto Ricans. 

What is citizenship? 

200

It happened twice, once in 1915 and then again in 1916. The second one lasted 8 years. 

What is U.S occupation of the Dominican Republic? 

200
In 1903, this military base was established. It has been used as a prison too. 

What is Guantánamo? 

300
It started in 1947. The objective: create workforce that could work in manufacturing and industry, rather than agriculture. 

What is Operation Bootstrap? 

300
This event prompted that happened in 1961 migration from the DR to the US. Before it happened, migration was minimal. 

What is Trujillo's death? (assassination). 

300

It governed Cuba from 1940-1944 and then again from 1952-1959. He was a dictator amicable to the corporate interests of the US. 

Who is Fulgencio Batista? 

400

It was similar to the Bracero program. Its objective: create temporary agricultural jobs in the continental U.S. 

What is Farm Labor program? 

400

This racial category is preferred by Dominicans to separate themselves from Haitians. It is more an anti-African designation than one of Indigenous ancestry. 

What is Indio

400
He was the leader of the Socialist and then Communist Revolution that took Batista out of power. He was not amicable to US economic interests, and that is why an embargo was put into place. 
Who is Fidel Castro?