The Cuban experience is a good comparison. They attempted several failed adventures in other countries but were not successful, due in large part to US support for the targets.
IMO One big difference in this case is that Cuba is an island, constrained by geographical fact. Venezuela is not so constrained and will have an easier time infiltrating and/or supporting dissident groups in already unstable neighboring countries.
The scumbag is only in office by virtue of Ukrainian-style fraud! Everyone there hates him and cordially wishes him a bullet.