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You could get something close to what you're shooting for, but maybe not exactly what you described.
I think you're going to have to have at least 15 players, and unless I'm mistaken, you probably won't see players be P and position players at the same time, unless you want to manage every team's lineup.
The age ranges you described are probably also outside the scope of what OOTP can do. It's a game built on the traditional model of player development and regression, you can mess with that curve a little bit, but I would hesitate to think you could get players that a) are going to progress as you want them to (8-12 year olds) or b) are going to keep playing (50+ year olds) on their own.
Keep in mind that I've not tried these things, but it's just a hunch based on editing things for other reasons.
The population and the small world shouldn't be a problem. I think a lot of that information is cosmetic. Player movement is also going to be well in your control, and a few other users have suggested good ways to handle that. You could even re-draft everybody every summer if you wanted to.
Hope that answers a few of your questions. Good luck.
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