I have a sinking feeling about this, but still he doesn't win because if he does it will send out a message that this sort of "entertainment" is the winning formula. There is a HUGE difference between being entertaining and what Bear does. Hiding food/drink, trying to goad people, deliberately ruining tasks (popping Katie's balloon), depriving others of sleep, targeting a victim, may create reactions from others, but this does not imo make it entertaining.
It is on a par with those morons who wind someone up whilst a friend is recording it on a phone and then put the footage on youtube/ social media, saying "aren't I funny for making someone lose their rag!!" If he wins expect more of the same on future CBBs.