Wouldn't it be much easier to have three divisions instead of four? Something along the lines of this:
It seems like the easiest solution to me... And maybe instead of having one match a day, have two matches a day. That way it would take just shy of a week, which seems like a good thing since we'll have to do semifinals, finals, etc.
EDIT: !@#$%, I forgot to put Bobo/Mr. Wrong. Hmm, that screws things up. Unless it was two divisions I don't think my idea would work...Hmmm. Just do whatever you were going to do.