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it's so modular that you can make it simpler through settings. i'd start with default and go through a few calendar years to get some ideas on preferences and familiar with the yearly cycle. make a little outline the first year. i used to have a little cheat sheet for my 'likely' MiL promotion ratings for each level too. anythign that is reference material is worth a note, in case you take time off. that's the stuff i forget after 3-6 months. the concepts translate between all sports games, though. minor adjustments here and there.
i don't think size of the league is the source of complexity. in fact, in a larger league it seems easier to collect talent, imo. even though there are roughly the same percentage of great players, there are more of them in a larger league. i.e. in a small enough league relative to ~30 teams you can't fill out as strong of a team simply due to availability.
a parrallel i'd use is me buying football manager (or whatever it is called - PFM?) i know nothing of soccer, but i have played numerous sports games. i understand ratings and such, but i may not understand all the financial rules and SOP in the soccer world. if i cared about soccer, in spite of this lack of knowledge, i'd have no fear playing that game nor how complicated it might be.
would i have all options turned on and running the first year? meh, probably, but i wouldn't be doing much custom league creation or significant deviations from RL rules -- outside of asthetic things that have no repercussions or side effects to account for.
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