I don't think that Cuomo will run again.
This. If the republicans have the white house, he'll retire of his own free will and prepare to run for President in 2020. If the democrats have the white house, he'll either be scared away from running again or forced to not do so by some insurgent primary challenger from the left. Due to Teachout, who was the definition of a total political nobody, getting 34% in the primary despite having no help whatsoever, there will almost certainly be some better-known and higher-tier left-wing challenger to Cuomo if he even thinks about running for a third term.