Prelude to war with Germany? TR hoped so
One of the things that was being thought about (and which the US would likely have done) would have been to dig a ship canal across Cuba roughly about as far east as Lazaro Cardenas so that shipping can make a beeline to the Panama Canal. Cuba would have become important industrially, too, since it also has significant nickel deposits, which the US does not have elsewhere. And Cuba would have been important strategically, even as a commonwealth, from a road and railroad point of view woo. Remember, the Florida East Coast Railroad went all the way to Key West by 1900. A rail ferry to Havana and the railroad could branch two directions. One east to Guantanamo Bay with a ferry link to Port Au Prince, Haiti, continuing on to Santo Domingo and on to Ponce and San Juan Puerto Rico. The other, more importantly, to Pinar del Rio, with a ferry link to Cancun Mexico, then down through Quintana Roo, Puerto Barrios, Guatemala and into Honduras, Nicaragua, Costa Rica, and on to Panama City, though I doubt if Colombia would be politically interested or the engineering good enough at that time to bridge the Darien Gap into Colombia and points south into South America. .It would be a key road and rail link into Central America, though (as it could be today, if we would normalize relations with Cuba) and funnel a great deal of Latino immigration into the Southeast and Northeast. The latter, all that Latino influx into the South, would probably be the most far reaching social change resulting from an annexed Cuba.