Kevin, I want to give you just general advice, if I may.
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Some has had to do with being a perfectionist and control freak, making the setting up of a league an imposing project and each season a looooong slog. Mostly it's had to do with overplanning and underplaying, with getting alternately lost in research and then lost in OOTP's menus and options.
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This really resonated with me. This was my problem before I stopped the madness. My advice is, don't be so meticulous with planning and setup. The problem is, after spending weeks setting up a mega-universe, life intrudes or you get bored and you may not actually get to play the game before losing interest in it. I'll give you a brief example: Minor league logos and uniforms (which are available, thanks to our modders) are cool, but when you find yourself researching the field dimensions of Double-AA stadiums, you've gone too far (true story).
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I've browsed the forums and read this thread and that thread and...oh dear, I can feel myself falling into the rabbit hole again already. So much to learn! So many options! So many mods and templates! I want to LEARN ALL THE THINGS! DO ALL THE THINGS! BUILD THE ULTIMATE BASEBALL UNIVERSE!
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Chill out, man. (You did ask for that.
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Before undertaking such a project, would I be better off giving the ABA or MLB quicksaves, or some other option involving minimal setup, a good long play first?
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Definitely. How can you set up your universe to your liking, as in the three scenarios that you describe above, if you don't know how the game works? You need to like this game and be immersed in it before you can successfully customize it.
Speaking of which, I recommend one more thing. Play with fictional players. That saves much time and effort in trying to replicate history to your satisfaction while indulging in alternate history at the same time. You can do all the things that you mention by creating historical games, editing league structure and settings, then releasing and deleting all the real players. Once that is done, you fill all rosters again with fictional players, release them all, and schedule an inaugural draft.