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My first advice would be to figure out how much time you want to commit to the league on a nightly basis. Running a league is a LOT more work than being a GM in one. Figure out a sim schedule you can stick to (including the offseason). Make sure that schedule is well communicated with the league, and any alterations to the schedule are made known as soon as possible.
Next, consider the complexity of the league you want to undertake. Each level of complexity adds time that you have to commit to it. It also adds time to what each GM has to commit. I'm talking about things like finances, scouts/coaches, etc. Obviously, those settings will have a big impact on who you are able to recruit as GM's to the league.
Finally, make sure all the rules are clearly spelled out. If you're promoting the top two teams in the lower leagues, what's the tiebreaker methodology? If you promote two from each lower league, which 4 get demoted? The bottom 4, or the bottom two that can go back to the lower league (provided you want to keep geographical alignment)? Or do you just not care which lower league they go back into. One method would give you unequal teams in the FL/NJ leagues, while the other would potentially demote teams that finished ahead of teams that stay. If you decide not to care about alignment, then how do you determine which lower league they go into?
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StatsLab- PHP/MySQL based utilities for Online Leagues
Baseball Cards - Full list of known templates and documentation on card development.
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