Depends on if he runs again (which I suspect he won't) and who his opponent is. Who knows, 2020 might be the year a billionaire runs as an independent in a self-financed campaign, dropping turds in both parties' respective punchbowl. I do think attributing Trump's win to just "uneducated, easily pliable, angry white guys" is faulty. Back when I had a FB, almost all my FB friends have or are in the process of getting college degrees and Trump had a lot of support from them. HRC did run a horrible campaign, but that alone isn't why she lost so profoundly in EC delegates. The DNC continues to try to wall themselves off into a bunch of urban enclaves. That does not bode well for them in a lot of down-ticket races.
Either way, both parties suck donkey testicles.
Trump was not self financed. The networks ran his rallies from front to back, giving him billions of free press. CNN and MSNBC are much responsible for Trump winning. If you saw his rallies, you would know at what level his appeal was.