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I'm with lighthouse. If you can't make 100% sure that no one can cheat (or worse collude) to win at a pay OOTP league, your not going to get many people lining up to sign up.
I'd also talk to some ofthe longtime OOTP online commisioenrs like eMLBCommish, Corsairs or AlanT about unscrupulous GMs in just the regular free leagues before really diving into this.
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