I don’t expect The Donald to win the 2020 election but then again I didn’t expect him to win in 2016 either! Trump of course is not running against himself and so to some extent his trump card may be how far left his Democrat opponent is forced to go.
The NY Times is suggesting that he could win the electoral college but lose even more with the popular vote then he did in 2016. If that happens expect even more blue states to legislate that their electoral colleges will declare for whomever wins the national popular vote. Currently there are 15 states that have already passed this type of legislation.
This will eventually open the door to multiple party candidates. If it does this cure could be way worse than the disease! And that is all I have to say about that!