“Douglas was a radical expansionist. Both parts of the Democratic Party in 1860 called for the annexation of Cuba. And there were 100,000 slaves in Cuba, and Cuba was the place that slaves were still being brought from Africa and then resold in the United States. So under a Douglas presidency, we would have taken over the rest of Mexico and Central America whenever we had the resources and the appetite to take to do so. You can be sure that most of the Mexicans would have either been reduced to peonage or to slavery. In the Mexican War itself, in case you don’t know it, we appropriated 60 percent of the land area of Mexico as it was then defined through the Spanish Conquest. So we increased the size of the United States by 40 percent and reduced Mexico by 60 percent.”

2000s, The Real Abraham Lincoln: A Debate (2002), The Lincoln-Douglas Debates

1962, First letter to Nikita Khrushchev

1962, Second Letter to Nikita Khrushchev

On the success rate and perception of Cuban baseball defectors in MLB, from the Miami Herald article "Yoenis Cespedes may be the great unknown for Miami Marlins" http://web.archive.org/web/20120218180037/http://www.miamiherald.com/2012/02/12/v-fullstory/2636817/yoenis-cespedes-may-be-the-great.html by Clark Spencer (12 February 2012)

2014, Statement on Cuban policy (December 2014)
Context: While I have been prepared to take additional steps for some time, a major obstacle stood in our way –- the wrongful imprisonment, in Cuba, of a U. S. citizen and USAID sub-contractor Alan Gross for five years. Over many months, my administration has held discussions with the Cuban government about Alan’s case, and other aspects of our relationship. His Holiness Pope Francis issued a personal appeal to me, and to Cuba’s President Raul Castro, urging us to resolve Alan’s case, and to address Cuba’s interest in the release of three Cuban agents who have been jailed in the United States for over 15 years.
Today, Alan returned home –- reunited with his family at long last. Alan was released by the Cuban government on humanitarian grounds. Separately, in exchange for the three Cuban agents, Cuba today released one of the most important intelligence agents that the United States has ever had in Cuba, and who has been imprisoned for nearly two decades. This man, whose sacrifice has been known to only a few, provided America with the information that allowed us to arrest the network of Cuban agents that included the men transferred to Cuba today, as well as other spies in the United States. This man is now safely on our shores. 
Having recovered these two men who sacrificed for our country, I’m now taking steps to place the interests of the people of both countries at the heart of our policy.

1860s, First State of the Union Address (1869)

2000s, The Real Abraham Lincoln: A Debate (2002), The Right of Secession Is Not the Right of Revolution

The Cuban Economy (1964)
Context: The natural advantages of the cultivation of sugar in Cuba are obvious, but the predominant fact is that Cuba was developed as a sugar factory of the United States.

Statement (8 November 1998)
1990s