Trump proved that money only gets you so far. Even the voting has to be strategic. Hillary had all the money you could want and a lapdog media to boot. Trump spent next to nothing by comparison. Trump worked hard and rallied his base. Hillary cruised on her resume and establishment pedigree—and was beat like drum.
Trump was running against a really bad candidate, in a very high profile race, as opposed to these low turnout races which have candidates that few people know anything about.