It's not just that he couldn't stand it, but rather what it does to his position inside Russia. If your business model is to rabbit on about how wonderful Russia is, and how sucky all other countries are, if there's a more successful more free country next door containing almost the same kind of people, then your words are hollow.
USA will, from all signs, not only continue to have a hostile Cuba, but also create a hostile Mexico.
And that's even before considering the internal hostility to the regime that the deliberately-engineered major economic collapse--that is already happening despite numerous policies that will deepen it still being in the pipeline and not yet in place--will create.
The US withdrawing from international engagement, trashing alliances, and trashing its own economy may enable competing powers more space to dominate their own regions, but it doesn't do anything to strengthen the US's regional position, it radically weakens it.