Of course you can email binaries. Well, maybe you can't, since you don't have email, but everyone else can
Security wasn't really what I was thinking (although that is a good point) as much as, there is just less chance of random chaos if game setup is done manually. In my experience it is a rare day when all the players do all the setup steps correctly. But I am flexible.
How about this: Once we have a particular start date and schedule agreed upon, I will just put the server up a sufficient amount of time before game start and people can upload their pretenders "normally." I'll wait to upload mine until Last, that way if someone does bungle something, there'll be a chance to correct it without the game accidentally starting and then having to do it all over again.