Interesting thread. A couple thoughts...
There should be some stadium size differences. Just like the leagues in Europe, there's a handful of teams that have huge stadiums, more that have large, and then on down the line. So Yankee Stadium of course gives the NYY a big advantage over a fictional team in a small market. (not too mention the fan base to draw from).
Can you simulate ownership changes? IE: a medium market team is taken over by a big money owner who can infuse the team with cash. Think Manchester City on a large scale or QPR and Fulham on a medium one.
But....some interesting reading and thanks for sharing. I tried putting together a test league tonight and ran into a lot of the realizations others have. There's a lot of financial stuff that I didn't give enough thought to.
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