It's definitely going to be tough to deal with deadlines. I will probably make rounds last closer to 36 hours due to all the times zones and see how it goes. We don't want this Cup to drag on for 3 months, either. The two leagues will run in parallel until they merge, so it shouldn't be that bad.
I'm also using skagg's suggestion that whoever gets voted out will get to decide the rule for the next round. That should streamline things (with one rule it will be easier to make a comic) and add a nice revenge element.
In terms of the league names, I decided ahead of time that whatever league Kaufman ended up in would be the Pedantic Leauge.
I just split up the newbies so that each team had one quality newbie and one that I'm not so sure about. But other than that, I closed my eyes and poked names on a piece of paper. (Unlike wirthling, I wasn't about to write a script!)
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...Trot and Cap'n Bill were free from anxiety and care. Button-Bright never worried about anything. The Scarecrow, not being able to sleep, looked out of the window and tried to count the stars.