I could do it via skype I think (not got my own account but can hook into someone elses easily if we did it.
Personally I'm a bit 50/50 on the randomizing idea, sometimes it's nice to have a team that you've personally picked. I'm not too sure on it though so do whatever everyone else wants

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Bear in mind that if you did 3 Legends, 3 Fast Bowlers, 5 Batsmen/Allrounder, 2 Spinner in each team that could all be done in 5 rounds of a draft as you just pick one from each section each round

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Edit : By the way, you have Bopara in both bowlers and batsmen.