That's not how they think. Communism is the enemy, so we have to make it fail. It doesn't "work" in terms of producing the bananas and tourist hotels that we like for small nations to produce for us, so we need to make it fail. Whether it "works" in terms of producing a good life for the people living there is mostly out of their frame of reference, I think.

There's a whole separate issue that putting embargoes on communist countries is one of the most effective methods in history for ensuring that they will stay communist, but that's a separate issue.