The problem is that OOTP doesn't model the expense side to the degree that you would need to make this work. Real life teams' expenses are much bigger than OOTP teams' expenses (for example, OOTP doesn't really model stadium expenses and all other non-baseball operations expenses). Therefore the revenue has to be lower to make it work. You can model the financial gap in OOTP by giving the teams revenues so that the in-game disparity is proportional to the real world disparity (just on a smaller scale), but that's it.
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"Sometimes, this is like going to a grocery store. You’ve got a list until you get to the check-out stand. And then you start reading People magazine, and all this other [stuff] ends up in the basket."
-Sandy Alderson on the MLB offseason
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