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I think head-to-head play in online leagues will sound better in theory than it will work in practice. I can imagine it would happen a lot that you schedule a game with an opponent, they show up 30 minutes late, then mid-game they take a break to put the kids to sleep, and you end up spending an hour or two just to manage a baseball game that often will be lopsided enough the AI might as well have done it for you. If I can save that time, knowing any AI deficiencies that might affect my team affect my opponent equally, I'd usually be happy to do that.
It seems to me the kind of feature most leagues would only end up using for decisive games in the playoffs, if at all. If there would be a serious development cost to introduce the feature, my guess is it won't be worth the effort. If it would be relatively simple to implement, then sure, why not.
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