This challenge reminds of "ani-jams" people used to do (or maybe still do?). If you haven't seen one: An animator starts with a character and ends with that character. The next animator in the jam has to start with the last frame and pass it on, always ending on that character for the next animator. What I thought was great about them was how utterly off-topic artists would go in their own segments, sometimes completely ditching the character but always returning. Sounds like a great challenge and would probably look interesting to connect all the entries into an animated sequence. Not likely that I will get to play but it looks like fun!