Paying out compensation in lawsuits is a moral, if not legal admission of defeat.
c.f. Trump U.
Going bankrupt and letting others carry the can is the measure of the man.
I would truly piss myself if he tried staying in power past the due date, but unfortunately the constitution says that the president pro tempore must take over in the absence of any election - at 12:01 pm on 20th January.
Give the number of expired terms in the Senate, I think this would be a Democrat, but I haven't confirmed it.