While it is easy to take Trump's reelection for granted, especially when the Democrats make fools out of themselves with debacles such as impeachment, we should not get overconfident but instead keep more vigilant than ever. While Trump has a lot going for him, he also has many things going against him now including changing demographics both in terms of racial and age makeup.
Something in particular now to keep in note now with most of the results of the Iowa Caucus is that the perceived front runner for the Democrat nomination Joe Biden did poorly coming in 4th while for the focus of this post, Bernie Sanders came in second just behind Pete by 0.1% (some could and are arguing that Bernie really is in first). Many polls also predict Bernie will probably win in the upcoming New Hampshire primary (an embarrassment for other New Hampshiremen including myself). While the DNC might just cheat Bernie out of the nomination like in 2016, there also exists now the realistic chance as improbable as it may have sounded months ago, that Bernie might go on a stream from there and win the Democratic nomination. That would be the worst case scenario for Trump during election year.
He is running similar in many ways like Trump in 2016, on a outsider populist stance. Something which Trump can no longer use himself for the most part, due to him being the incumbent President. This isn't Hillary Clinton, a person that many Democrats themselves hated, and who turned off many independent voters, but rather for all his faults a charismatic guy that most youth, independents and desperate people can fall behind, and in general could potentially unite democrat voters when running against Trump on election day.
This is the guy whose main message is that he is fighting for the people to take back the government from an ultra billionaire elite, while in this case running against an incumbent president who is literally a Billionaire. You can see how this "inspirational" story writes itself in the minds of many who don't know any better.