Re: Timing...
I like the 24 player rule. I also favor excluding w/e's as I do not have access to a computer on some weekends (the ones I do not work).
I would estimate a couple of months as well. If each player took 48 hours, it'd be about a month, if my math is right. But that's the ideal. I imagine it will stretch to 2 months, at least.
Also, as for the rookie part, what is the advantage of doing that first? In my mind it would make sense to establish a team and then go for the youth, rather than the reverse, but I am open to suggestions as to why it should be different.
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