I don't think he wants to be a serious journalist, he's found his niche and is happy doing something he enjoys. Having said that I'll be curious to see how Subverse evolves.
As far as the election his policies have reduced unemployment (something that I suspect will be undone by the minimum wage increase) and he is seen as being a strong leader and putting America first in negotiations. Plus by being the first President to visit North Korea since the war he's can show that he is making solid efforts to reduce tensions in the area and convince Pyonyang to decommission their nuclear arsenal. While he is crass and boorish all he really has to do is make sure that Cortez and co stay in the news as they will do most of the damage for him. Plus she is deranged enough to try and use the same electoral trick that got her into office in other constituencies, something she has already threatened to do to other moderate Democrats. In any case, Trump knows that the Pavlovian approach with those 4 will have the Democrats circling the wagons again and essentially condoning whatever garbage they have come up with by that point.
In truth I think that Trumps biggest problem is going to come from the tech giants, especially Google who arguably had more of an effect when it came to voter influence than any foreign government.
As for the poles, I've said on a number of threads just how easy it would be to make sure that the results are skewed the way that someone wants through data profiling. If you look at the 2016 election, the referendum to leave the EU and the last General Election you can see the results as most of the polls used in each case ended up being wrong.