William McKinley.
The annexation of Hawaii under President William McKinley.
Yes.
Theodore Roosevelt
The Spanish American War fought when McKinley was president led to the first acquisition of overseas territory for the US.
James Madison
No. It is a British Overseas Territory.
No, the Cayman Islands are a British Overseas Territory and as such come under the authority of England.
The president of the USA has to born in the nation, or be born in an American territory, such as an overseas USA military base.
Yes, Puerto Rico is considered an unincorporated territory of the United States, but it is not classified as an overseas territory.
Bermuda is a British Overseas Territory.
No. The Cayman Islands are a British Overseas Territory.