It's a possibility, but I wouldn't say it's guaranteed. Presidents enjoy an immunity that is not afforded to most others. He got impeached twice and has had a bunch of court cases against him but what has that meant? There is no chance in hell that democrats would actually pursue putting him in jail so basically he has no consequences to face. He'll carry out his second term as president, do all sorts of awful things, and then he'll leave without democrats pursuing any punishments. If george w bush can escape without being arrested as the war criminal that he is, then trump doesn't stand a chance at punishment either, so he has no reason to install a dictatorship to save himself.

Speaking of george w bush: https://www.youtube.com/watch?v=CHVmJlMF_Lg

So yeah, I wouldn't sweat an explicit dictatorship when the rich already completely control the system. It's much easier to horde wealth while pretending we have a democracy and the pretense of legitimacy that brings than it is with an overt dictatorship. You can see this with people online making all sorts of excuses for this "democracy" of ours.