One of the few conspiracy theories I kinda believe is that Trump's 2016 presidential run was a grift and he expected to lose.

Everything since has just been an inability to admit he was in over his head, plus trying to get out of trouble for all the crimes he did. He (and Clinton) just underestimated how susceptible the US was to a demagogue. If you look at his face after the win was announced on election night, and after the first meeting with Obama for the transition, I think it shows plainly on his face.